CN1384818A - 含有氰基的新的化合物,以及杀虫剂和杀螨剂 - Google Patents
含有氰基的新的化合物,以及杀虫剂和杀螨剂 Download PDFInfo
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Abstract
本发明涉及式(1)代表的化合物、一种制备这些化合物的方法,和包含这些化合物或它们的盐作为活性组分的杀虫剂和杀螨剂,其中A代表选自A1至A12的基团;B代表被W取代的苯基或被W取代的杂环基团;且R代表氢,C1-6烷基,COR1,CSR1,SO2R2,C1-6烷基羰基氧基C1-6烷基,C3-6环烷基羰基氧基C1-6烷基或可被取代的苯基羰基氧基C1-6烷基。
Description
发明领域
本发明涉及新的化合物,生产所述化合物的方法,以及包含所述化合物的杀虫剂和杀螨剂。
背景技术
至今为止,人们已经在农作物生产领域为了保护植物使用各种的杀虫剂和杀螨剂,用于控制有害的昆虫和螨。然而,由于植物保护化合物活性的降低,以及出现了对于那些杀虫剂和杀螨剂有耐药性的昆虫和螨系,它们的使用在植物保护方面已经受到限制。另外,许多杀虫剂又杀螨剂易于导致农作物的植物毒性或对人类以及动物是有毒的。因此,尽管已经开发和使用了许多植物保护的杀虫剂和杀螨剂,但考虑到以上所述的缺点,它们中的大多数是不令人满意的。因此,仍然存在提供具有植物保护目的、可以解决上述缺点并以安全的方式使用的杀虫剂和杀螨剂的强烈的需求。
类似于本发明的化合物的丙烯腈化合物已经在例如,EP 189960,WO97/40009,WO 98/42683,WO 98/35935和WO 99/44993中公开。
此外,在WO 98/35935的表I-d中公开了以下式代表的化合物。然而,在此公开中,没有说明所公开的任何化合物是具有杀虫的或杀螨活性的。
发明内容
本发明的目的是提供新的化合物,此化合物可以作为为植物保护目的的杀虫剂和杀螨剂的主要组分,可以以工业规模方便地合成,且可以具有确定的杀虫的和杀螨活性以及对人、动物和农作物的安全性而使用。
其中,
其中,
X1,X2,X3和X4各自独立地代表氢,卤素,C1-6烷基或C1-6卤代烷基;
X5代表氢,C1-6烷基,C2-6烯基,C2-6卤代烯基或可被取代的苯基C1-6烷基;
X6和X7各自独立地代表C1-6烷基,或X6和X7可以一起形成一个5到8元环;
Y代表选自氰基,C1-6烷基,C3-6环烷基,其中苯环可以被G1取代的苯基C1-6烷基,可被G1取代的苯基,可被G1取代的苯氧基,其中苯环可以被G1取代的苯氧基C1-6烷基,可被G1取代的苯硫基,可被G1取代的苯硫基C1-6烷基,可被G1取代的苯亚磺酰基,其中苯环可以被G1取代的苯亚磺酰C1-6烷基,可被G1取代的苯磺酰基,其中苯环可以被G1取代的苯磺酰C1-6烷基,可被G1取代的苯胺基,其中苯环可以被G1取代的苯胺基C1-6烷基,可被G1取代的噻吩基,其中噻吩环可以被G1取代的噻吩基C1-6烷基,可被G1取代的吡啶基,和其中吡啶环可以被G1取代的吡啶基C1-6烷基;
Z代表氧,硫或被氢或C1-6烷基取代的氮;
G1代表硝基,氰基,卤素,C1-6烷基,C2-6烯基,C2-6炔基,C3-8环烷基,C1-6卤代烷基,C2-6卤代烯基,C1-6烷氧基,C1-6卤代烷氧基,C2-6链烯氧基,C2-6卤代烯氧基,C2-6炔基氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,三(C1-6烷基)甲硅烷基,C1-6烷氧基C1-6烷基,C1-6烷硫基C1-6烷基,C1-6烷基亚磺酰基C1-6烷基,C1-6烷基磺酰基C1-6烷基,C1-6烷基羰基,C1-6烷氧羰基,其中苯环可以被G2取代的苯基C1-6烷基,其中苯环可以被G2取代的苯基C1-6烷氧基,其中噻吩环可以被G3取代的噻吩基,其中吡啶环可以被G2取代的吡啶基,可被G2取代的吡啶基氧基,可被G4取代的苯基或可被G4取代的苯氧基;
G2代表C1-6烷基,卤素,C1-6卤代烷基或C1-6卤代烷氧基;
G3代表C1-6烷基或卤素;
G4代表硝基,氰基,卤素,C1-6烷基,C1-6卤代烷基,C1-6烷氧基,C1-6卤代烷氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,C1-6烷基羰基或C1-6烷氧羰基;
B代表被W取代的苯基或被W取代的杂环基,
其中W代表硝基,氰基,卤素,C1-6烷基,C3-8环烷基,C1-6卤代烷基,C1-6烷氧基,C1-6卤代烷氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,C1-6烷基羰基,C1-6烷氧羰基,可被G5取代的苯基或可被G5取代的苯氧基,
其中G5代表硝基,氰基,卤素,C1-6烷基,C1-6卤代烷基,C1-6烷氧基,C1-6卤代烷氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,C1-6烷基羰基或C1-6烷氧羰基;
被W取代的杂环基选自三唑基,噻唑基,噁唑基,异噁唑基,异噻唑基,吡唑基,咪唑基,四唑基,氧杂二唑基,硫杂二唑基,噻吩基,呋喃基,吡各基,吡啶基,哒嗪基,嘧啶基和吡嗪基;且
R代表氢,C1-6烷基,式COR1代表的基团,式CSR1代表的基团,式SO2R2代表的基团,C1-6烷基羰基氧基C1-6烷基,C3-6环烷基羰基氧基C1-6烷基或可被取代的苯基羰基氧基C1-6烷基,
其中R1代表C1-12烷基,C3-6环烷基,C1-6卤代烷基,C1-6烷氧基,C1-6烷硫基,C1-6烷基氨基,二(C1-6烷基)氨基,可被取代的苯基C1-6烷基,可被取代的苯基C1-6烷氧基或可被取代的苯基,且R2代表C1-12烷基或可被取代的苯基;
然而,当B为被W取代的苯基或被W取代的吡啶基且R为氢,C1-6烷基,式COR1代表的基团,式CSR1代表的基团,或式SO2R2代表的基团之一时,A不是被G1取代的苄基。
其中B如以上所定义且L为离去基团。
其中B如以上所定义,与式(6)代表的化合物反应制备的:
A-L’ (6)
其中A如权利要求2所定义,且L’为离去基团。
4.本发明的第四方面,提供了一种含有式(1)代表的化合物或它们的盐作为有效成分的杀虫剂和杀螨剂。
本发明的实施方案:
在如上所述的式(1)中,
A代表如上所述式A1一直到A12代表的任一基团;其中
X1,X2,X3和X4各自独立地代表氢,
卤素,例如氟,氯,溴和碘,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,或
C1-6卤代烷基,例如氯甲基,氟甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,三氯乙基,三氟乙基以及五氟乙基;
X5代表氢;
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,
C2-6烯基,例如乙烯基,1-丙烯基,2-丙烯基,1-丁烯基,2-丁烯基,3-丁烯基,1-甲基-2-丙烯基,2-甲基-2-丙烯基,1-戊烯基,2-戊烯基,3-戊烯基,4-戊烯基,1-甲基-2-丁烯基,2-甲基-2-丁烯基,1-己烯基,2-己烯基,3-己烯基,4-己烯基和5-己烯基,
C2-6卤代烯基,例如3-氯2-丙烯基,4-氯2-丁烯基,4,4-二氯-3-丁烯基,4,4-二氟-3-丁烯基和3,3-二氯-2-丙烯基,或
可被取代的苯基C1-6烷基,例如苯基甲基,1-苯乙基,2-苯乙基,3-苯丙基,4-苯基丁基,(2-氯苯基)甲基,(4-甲基苯基)甲基,3-硝基苯基甲基,(4-甲氧基苯基)甲基,(3,5-二氟苯基)甲基,2-(4-氯苯基)乙基,2-(4-甲基苯基)乙基和2-(3,4-二溴苯基)乙基;
X6和X7各自独立地代表C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,戊基和其异构体,和己基和其异构体,或
X6和X7在可以一起形成一5到8元环,例如可被取代的环戊基,可被取代的环己基,可被取代的环庚基和可被取代的环辛基;
Y代表氰基,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,
C3-8环烷基,例如环丙基,1-甲基环丙基,2,2,3,3-四甲基环丙基,环丁基,环戊基,1-甲基环戊基,环己基,1-甲基环己基和4-甲基环己基,或
可被G1取代的苯基C1-6烷基,可被G1取代的苯基,可被G1取代的苯氧基,可被G1取代的苯氧基C1-6烷基,可被G1取代的苯硫基,可被G1取代的苯硫基C1-6烷基,可被G1取代的苯亚磺酰基,可被G1取代的苯亚磺酰C1-6烷基,可被G1取代的苯磺酰基,可被G1取代的苯磺酰C1-6烷基,可被G1取代的苯胺基,可被G1取代的苯胺基C1-6烷基,可被G1取代的2-噻吩基,可被G1取代的3-噻吩基,可被G1取代的噻吩基C1-6烷基,可被G1取代的2-吡啶基,可被G1取代的3-吡啶基,可被G1取代的4-吡啶基和可被G1取代的吡啶基C1-6烷基,
其中,G1代表硝基,氰基,
卤素,例如氟,氯,溴和碘,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,
C2-6烯基,例如乙烯基,1-丙烯基,2-丙烯基,1-丁烯基,2-丁烯基,3-丁烯基,1-甲基-2-丙烯基,2-甲基-2-丙烯基,1-戊烯基,2-戊烯基,3-戊烯基,4-戊烯基,1-甲基-2-丁烯基,2-甲基-2-丁烯基,1-己烯基,2-己烯基,3-己烯基,4-己烯基和5-己烯基,
C2-6炔基,例如乙炔基,1-丙炔基,2-丙炔基,1-丁炔基,2-丁炔基,3-丁炔基,1-甲基-2-丙炔基,2-甲基-3-丁炔基,1-戊炔基,2-戊炔基,3-戊炔基,4-戊炔基,1-甲基-2-丁炔基,2-甲基-3-戊炔基,1-己炔基和1,1-二甲基-2-丁炔基,
可被取代的C3-8环烷基,例如环丙基,1-甲基环丙基,2,2,3,3-四甲基环丙基,环丁基,环戊基,1-甲基环戊基,环己基,1-甲基环己基和4-甲基环己基,
C2-6卤代烷基,例如氯甲基,氟甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,三氯乙基,三氟乙基和五氟乙基,
C2-6卤代烯基,例如3-氯-2-丙烯基,4-氯-2-丁烯基,4,4-二氯-3-丁烯基,4,4-二氟-3-丁烯基和3,3-二氯-2-丙烯基,
C1-6烷氧基,例如甲氧基,乙氧基,正丙氧基,异丙氧基,正丁氧基,仲-丁氧基,异丁氧基和叔丁氧基,
C1-6卤代烷氧基例如氯甲氧基,二氯甲氧基,三氯甲氧基,三氟甲氧基,1-氟乙氧基,1,1-二氟乙氧基,2,2,2-三氟乙氧基和五氟乙氧基,
C2-6链烯氧基,例如烯丙氧基,2-丙烯氧基,2-丁烯氧基和2-甲基-3-丙烯氧基,
C2-6卤代烯氧基,例如3-氯-2-丙烯氧基,3,3-二氯-2-丙烯氧基,4-氯-2-丁烯氧基,4,4-二氯-3-丁烯氧基和4,4-二氟-3-丁烯氧基,
C2-6炔基氧基,例如2-丙炔氧基,2-丁炔氧基和1-甲基-2-丙炔氧基,
C1-6烷硫基,例如甲硫基,乙硫基,正丙硫基,异丙硫基,正丁硫基,异丁硫基,仲丁硫基和叔丁硫基,
C1-6烷基亚磺酰基,例如甲基亚磺酰基,乙基亚磺酰基,丙基亚磺酰基和丁基亚磺酰基,
C1-6烷基磺酰基,例如甲基磺酰基,乙基磺酰基,丙基磺酰基和丁基磺酰基,
C1-6烷基氨基,例如甲基氨基,乙胺基,正丙氨基,异丙胺基,正丁胺基,异丁胺基,仲丁胺基,叔丁胺基,1-甲基丁胺基和正戊基氨基,
二(C1-6烷基)氨基,例如二甲基氨基,二乙基氨基,二丙基氨基,二丁基氨基,乙基异丙基氨基和甲基丙基氨基,
三(C1-6烷基)甲硅烷基,例如三甲基甲硅烷基,
C1-6烷氧基C1-6烷基,例如甲氧基甲基,甲氧基乙基,乙氧基甲基,丙氧基甲基和丁氧基甲基,
C1-6烷硫基C1-6烷基,例如甲硫基甲基,甲硫基乙基,乙硫基乙基,乙硫基甲基,丙硫基甲基和丁硫基甲基,
C1-6烷基亚磺酰基C1-6烷基,例如甲基亚磺酰基甲基,甲基亚磺酰基乙基,乙基亚磺酰基乙基,乙基亚磺酰基甲基,丙基亚磺酰基甲基和丁基亚磺酰基甲基,
C1-6烷基磺酰基C1-6烷基,例如甲基磺酰基甲基,甲基磺酰基乙基,乙磺酰基乙基,乙磺酰基甲基,丙磺酰基甲基和丁磺酰基甲基,
C1-6烷基羰基,例如甲基羰基,乙基羰基,丙基羰基和丁基羰基,
C1-6烷氧羰基,例如甲氧基羰基,乙氧基羰基,丙氧基羰基,异丙氧基羰基,丁氧基羰基和叔丁氧基羰基,
可被G2取代的苯基C1-6烷基,可被G2取代的苯基C1-6烷氧基,可被G3取代的噻吩基,可被G2取代的吡啶基,可被G2取代的吡啶基氧基,可被G4取代的苯基或可被G4取代的苯氧基;
其中,G2代表:
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,
卤素,例如氟,氯,溴和碘,
C1-6卤代烷基,例如氯甲基,氟甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,三氯乙基,三氟乙基以及五氟乙基,或
C1-6卤代烷氧基,例如氯代甲氧基,氟代甲氧基,溴代甲氧基,二氯甲氧基,二氟甲氧基,二溴甲氧基,三氯甲氧基,三氟甲氧基,三溴甲氧基,2,2,2-三氯乙氧基,2,2,2-三氟乙氧基,五氟乙氧基和全氟代丙氧基,
G3代表:
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,或
卤素,例如氟,氯,溴和碘,
G4代表:
卤素,例如氟,氯,溴和碘,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,或
C1-6卤代烷基,例如氯甲基,氟甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,2,2,2-三氯乙基,2,2,2-三氟乙基和五氟乙基,
C1-6烷氧基,例如甲氧基,乙氧基,正丙氧基,异丙氧基,正丁氧基,仲-丁氧基,异丁氧基和叔丁氧基,
C1-6卤代烷氧基,例如氯甲氧基,二氯甲氧基,三氯甲氧基,三氟甲氧基,1-氟代乙氧基和1,1-二氟乙氧基,
C1-6烷硫基,例如甲硫基,乙硫基,正丙硫基,异丙硫基,正丁硫基,异丁硫基,仲丁硫基和叔丁硫基,
C1-6烷基亚磺酰基,例如甲基亚磺酰基,乙基亚磺酰基,正丙基亚磺酰基和正丁基亚磺酰基,
C1-6烷基磺酰基,例如甲基磺酰基,乙磺酰基,正丙磺酰基和正丁磺酰基,
C1-6烷基氨基,例如甲基氨基,乙胺基,正丙氨基,异丙胺基,正丁胺基,异丁胺基,仲丁胺基,叔丁胺基,1-甲基丁胺基和正戊基氨基,
二(C1-6烷基)氨基,例如二甲基氨基,二乙基氨基,二丙基氨基,二丁基氨基,乙基异丙胺基和甲基丙基氨基,
C1-6烷基羰基,例如甲基羰基,乙基羰基,正丙基羰基和正丁基羰基,或
C1-6烷氧羰基,例如甲氧基羰基,乙氧基羰基,正丙氧基羰基,异丙氧基羰基,正丁氧基羰基和叔丁氧基羰基;
Z代表氧,硫,或被氢或C1-6烷基(例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基和叔丁基)取代的氮;
B代表被W取代的苯基或被W取代的杂环基团,
其中,W代表硝基,氰基,
卤素,例如氟,氯,溴和碘,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,
C3-6环烷基,例如环丙基,环丁基,环戊基和环己基,
C1-6卤代烷基,例如氯甲基,氟代甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,2,2,2-三氯乙基,2,2,2-三氟乙基和五氟乙基,
C1-6烷氧基,例如甲氧基,乙氧基,正丙氧基,异丙氧基,正丁氧基,仲-丁氧基,异丁氧基和叔丁氧基,
C1-6卤代烷氧基,例如氯甲氧基,二氯甲氧基,三氯甲氧基,三氟甲氧基,1-氟乙氧基和1,1-二氟乙氧基,
C1-6烷硫基,例如甲硫基,乙硫基,正丙硫基,异丙硫基,正丁硫基,异丁硫基,仲丁硫基和叔丁硫基,
C1-6烷基亚磺酰基,例如甲基亚磺酰基,乙基亚磺酰基,正丙基亚磺酰基和正丁基亚磺酰基,
C1-6烷基磺酰基,例如甲基磺酰基,乙磺酰基,正丙磺酰基和正丁磺酰基,
C1-6烷基氨基,例如甲基氨基,乙胺基,正丙氨基,异丙胺基,正丁胺基,异丁胺基,仲丁胺基,叔丁胺基,1-甲基丁胺基和正戊基氨基,
二(C1-6烷基)氨基,例如二甲基氨基,二乙基氨基,二丙基氨基,二丁基氨基,乙基异丙胺基和甲基丙基氨基,
C1-6烷基羰基,例如甲基羰基,乙基羰基,正丙基羰基和正丁基羰基,或
C1-6烷氧羰基,例如甲氧基羰基,乙氧基羰基,正丙氧基羰基,异丙氧基羰基,正丁氧基羰基和叔丁氧基羰基;
可被G5取代的苯基或可被G5取代的苯氧基,
其中,G5代表硝基,氰基,
卤素,例如氟,氯,溴和碘,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基和叔丁基,
C1-6卤代烷基,例如氯甲基,氟代甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,三氯乙基,三氟乙基和五氟乙基,
C1-6烷氧基,例如甲氧基,乙氧基,正丙氧基,异丙氧基,正丁氧基,仲丁氧基,异丁氧基和叔丁氧基,
C1-6卤代烷氧基,例如氯甲氧基,二氯甲氧基,三氯甲氧基,三氟甲氧基,1-氟代乙氧基和1,1-二氟乙氧基,
C1-6烷硫基,例如甲硫基,乙硫基,正丙硫基,异丙硫基,正丁硫基,异丁硫基,仲丁硫基和叔丁硫基,
C1-6烷基亚磺酰基,例如甲基亚磺酰基,乙基亚磺酰基,正丙基亚磺酰基和丁基亚磺酰基,
C1-6烷基磺酰基,例如甲基磺酰基,乙磺酰基,丙磺酰基和丁磺酰基,
C1-6烷基氨基,例如甲基氨基,乙胺基,正丙氨基,异丙胺基,正丁胺基,异丁胺基,仲丁胺基,叔丁胺基,1-甲基丁胺基和正戊基氨基,
二(C1-6烷基)氨基,例如二甲基氨基,二乙基氨基,二丙基氨基,二丁基氨基,乙基异丙胺基,甲基丙基氨基和甲基丁基氨基,
C1-6烷基羰基,例如甲基羰基,乙基羰基,丙基羰基和丁基羰基,或
C1-6烷氧羰基,例如甲氧基羰基,乙氧基羰基,正丙氧基羰基,异丙氧基羰基,正丁氧基羰基和叔丁氧基羰基;
被W取代的杂环基团优选为含有1到4个氮、氧或硫原子的5-或6-元杂环,例如2-呋喃基,3-呋喃基,2-噻吩基,3-噻吩基,吡咯-2-基,吡咯-4-基,噁唑-2-基,噁唑-4-基,噁唑-5-基,异噁唑-3-基,异噁唑-4-基,异噁唑-5-基,噻唑-2-基,噻唑-4-基,噻唑-5-基,异噻唑-3-基,异噻唑-4-基,异噻唑-5-基,吡唑-3-基,吡唑-4-基,咪唑-2-基,咪唑-4-基,咪唑-5-基,1,2,4-三唑-3-基,1,2,3-三唑-4-基,四唑,1,2,4-噁二唑-3-基,1,2,4-噁二唑-5-基,1,3,4-噁二唑-2-基,1,3,4-噁二唑-5-基,1,2,4-噻二唑-3-基,1,2,4-噻二唑-5-基,1,3,4-噻二唑-3-基,1,3,4-噻唑-5-基,2-吡啶基,3-吡啶基,4-吡啶基,5-吡啶基,3-哒嗪基,4-哒嗪基,2-嘧啶基,4-嘧啶基和2-吡嗪基;
R代表氢,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基,叔丁基,正戊基和其异构体,以及正己基和其异构体,
由式COR1代表的基团,由式CSR1代表的基团,由式SO2R2代表的基团,
C1-6烷基羰基氧基C1-6烷基,例如乙酰氧基甲基,戊酰氧基甲基,庚酰氧基甲基,乙酰氧基乙基和乙酰氧基己基,
C3-6环烷基羰基氧基C1-6烷基,例如环丙基羰基氧基甲基,环戊基羰基氧基甲基,环己基羰基氧基甲基,环丙基羰基氧基乙基和环丙基羰基氧基己烷,或
苯基羰基氧基C1-6烷基,例如苯甲酰氧基甲基和2-(苯甲酰氧基)乙基,
其中,R1代表C1-12烷基,例如甲基,乙基,正丙基,异丙基,正丁基,异丁基,仲丁基,叔丁基,正戊基和其异构体,正己基和其异构体,正庚基和其异构体,正壬基和其异构体,和正十二烷基和其异构体,
C3-6环烷基,例如环丙基,环丁基和环戊基,
C1-6卤代烷基,例如氯甲基,氟代甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,三氯乙基,三氟乙基和五氟乙基,
C1-6烷氧基,例如甲氧基,乙氧基,丙氧基,异丙氧基,丁氧基,仲-丁氧基,异丁氧基和叔丁氧基,
C1-6烷硫基,例如甲硫基,乙硫基,正丙硫基,异丙硫基,正丁硫基,异丁硫基,仲丁硫基和叔丁硫基,
C1-6烷基氨基,例如甲基氨基,乙胺基,正丙氨基,异丙胺基,正丁胺基,异丁胺基,仲丁胺基,叔丁胺基,1-甲基丁胺基和正戊基氨基,
二(C1-6烷基)氨基,例如二甲基氨基,二乙基氨基,二丙基氨基,二丁基氨基,乙基异丙基氨基,甲基丙基氨基和甲基丁基氨基,
可被取代的苯基C1-6烷基,
可被取代的苯基C1-6烷氧基,或
可被取代的苯基;且
R2代表C1-12烷基,例如甲基,乙基,正丙基,异丙基,正丁基,异丁基,仲丁基,叔丁基,正戊基和其异构体,正己基和其异构体,正庚基和其异构体,正壬基和其异构体,和正十二烷基和其异构体,或可被取代的苯基。
由R1和R2代表的可被取代的苯基取代基的例子包括:
卤素,例如氟,氯,溴和碘,
C1-6烷基,例如甲基,乙基,正丙基,异丙基,正丁基,仲丁基,异丁基和叔丁基,
C1-6卤代烷基,例如氯甲基,氟代甲基,溴甲基,二氯甲基,二氟甲基,二溴甲基,三氯甲基,三氟甲基,三溴甲基,三氯乙基,三氟乙基和五氟乙基,和
C1-6烷氧基,例如甲氧基,乙氧基,正丙氧基,异丙氧基,正丁氧基,仲丁氧基,异丁氧基和叔丁氧基。
以上举例说明的可被取代的苯基C1-6烷基中的苯基C1-6烷基的例子包括 苄基,1-苯乙基,2-苯乙基,1-苯基-1-甲基乙基,1-苯基丙基,2-苯基丙基,3-苯基丙基等等。以上举例说明的可被取代的苯基C1-6烷氧基中的苯基C1-6烷氧基的例子包括苄氧基,1-苯基乙氧基、2-苯基乙氧基,1-苯基-1-甲基乙氧基,1-苯基丙氧基,2-苯基丙氧基,3-苯基丙氧基等等。
本发明的化合物可以按照根据例如如下所示的方法制备。
(a)制备其中R为氢的式(2)代表的化合物的方法1:
(其中A和B如以上所定义,且L为一离去基团,例如卤素,C1-6烷氧基,苯氧基,1-咪唑基,1-吡唑基,对-甲苯磺酰氧基,(对-甲基苯基磺酰基氧基),甲磺酰氧基(甲基磺酰基氧基),和三氟甲基磺酰基(三氟甲基磺酰基氧基)。)
即,通过式(3)代表的化合物与式(4)代表的化合物在碱存在反应得到式(2)代表的化合物。
用于上文中的反应的碱的例子包括金属氢氧化物,例如氢氧化钠和氢氧化钾,碳酸盐,例如碳酸钠和碳酸钾,有机金属,例如正丁基锂和二异丙胺基锂(LDA),金属氢化物,例如氢化钠和氢化钾,和有机碱,例如三乙胺,二异丙基乙基胺和吡啶。
可用在这些反应中的溶剂的例子包括N,N-二甲基甲酰胺(DMF),N,N-二甲基乙酰胺,二甲亚砜(DMSO),四氢呋喃(THF),乙腈,六甲基磷酰胺(HMPT),苯,甲苯,二氯甲烷,氯仿和四氯化碳。这些反应的反应温度优选在-78℃到所使用的溶剂的沸点的范围。
(b)制备其中R为氢的式(2)代表的化合物的方法2:
(其中A和B为如以上所定义,且L’代表一离去基团,例如,卤素,C1-6烷氧基,苯氧基,1-咪唑基,1-吡唑基,对-甲苯磺酰氧基,甲磺酰氧基,三氟甲基磺酰基,邻苯二酰亚胺基,和琥珀酰亚胺基)
即,通过式(5)代表的氰基乙酰基化合物与取代的卤代烷,取代的卤代甲苯以及取代的卤代乙氧苯基中的任一个(它们全部由式(6)代表),在碱存在或不存在下反应可容易地生产式(2)代表的化合物。
用于上文中的反应的碱的例子包括金属氢氧化物,例如氢氧化钠和氢氧化钾,碳酸盐,例如碳酸钠和碳酸钾,有机金属,例如正丁基锂和二异丙胺基锂(LDA),金属氢化物,例如氢化钠和氢化钾,和有机碱,例如三乙胺,二异丙基乙基胺和吡啶。
可被用于这些反应中的溶剂的例子包括DMF,N,N-二甲基乙酰胺,DMSO,THF,乙腈,HMPT,苯,甲苯,二氯甲烷,氯仿以及四氯化碳。这些反应的反应温度优选在-78℃到所使用的溶剂的沸点的范围。
在这些反应中用作原料的式(5)代表的氰基乙酰基化合物可以根据例如如下所述的方法容易地制备。(其中B如以上所定义且L”代表卤素)(c)制备其中R为氢的式(2)代表的化合物的方法3:
(其中A,B,L以及L’为如以上所定义,L’代表一离去基团,例如卤素,对甲苯磺酰氧基,甲磺酰氧基,以及三氟甲磺酰基氧基,且R3代表C1-6烷基。)
首先,通过式(7)代表的氰基乙酸酯与式(6)代表的化合物在碱存在反应制备式(8)代表的化合物。
存在两种进行该反应的方法。一种方法是在溶剂(例如DMF,DMSO,THF,乙腈或HMPT中),以及碱(例如,氢化钠,氢化钾或碳酸钠)存在下进行反应。另一种方法是在-78℃到溶剂的沸点的反应温度下,使用由水和以下任一项溶剂,选自苯,甲苯,二氯甲烷,氯仿和四氯化碳的组成的双层溶剂体系,在相转移催化剂,例如,季铵盐以及碱,例如,氢氧化钠或氢氧化钾存在下进行反应。
得到的式(8)代表的化合物与式(4)代表的化合物在碱存在下反应制备式(9)代表的化合物。
上文所述的反应是在反应温度从-78℃到所用溶剂的沸点的范围内,在碱存在的条件下进行的。所用的溶剂为例如,DMF,DMSO,THF,乙腈,HMPT,苯,甲苯,二氯甲烷,氯仿或四氯化碳。所用的碱为例如,氢氧化钠,氢氧化钾,碳酸钠,碳酸钾,正丁基锂,二异丙胺基锂(LDA),氢化钠,氢化钾,三乙胺,二异丙基乙胺或吡啶。
然后,得到的式(9)代表的化合物进行脱除烷氧羰基反应以制备式(2)代表的化合物。
上文刚刚所述的反应是在反应温度从-78℃到所用溶剂的沸点的范围(溶剂为例如水,甲醇,乙醇,二甲氧基乙烷,二氧杂环己烷,DMF,DMSO,苯或甲苯),且在酸例如,硫酸,盐酸,乙酸,对甲苯磺酸,以及碱,例如,氢氧化钠,甲醇钠或三乙胺,和金属卤化物例如,氯化锂或氯化钙存在下进行的。
(其中A,B和R为如以上所定义,L”代表一离去基团,例如卤素,C1-6烷氧基,苯氧基,1-咪唑基,1-吡唑基,对-甲苯磺酰氧基,甲磺酰氧基和三氟甲磺酰氧基。)
式(1)代表的化合物是通过式(10)代表的化合物与式(2)代表的化合物在碱存在下反应制备的。
用于该反应的碱的例子为金属氢氧化物,例如氢氧化钠和氢氧化钾,碳酸盐,例如碳酸钠和碳酸钾,金属氢化物,例如正丁基锂和LDA,和有机碱,例如三乙胺,二异丙基乙胺或吡啶。
此外,用于该反应的溶剂的例子包括DMF,DMSO,THF,乙腈,HMPT,苯,甲苯,二氯甲烷,氯仿和四氯化碳。反应的反应温度优选在-78℃到所使用的溶剂的沸点的范围。
由式(1)代表的本发明的目标化合物是与在下文所示的由式(1’)代表的其立体异构体一起制备的。可以根据反应条件和提纯方法选择性的得到每种异构体。同样地,可以根据反应条件和提纯方法得到异构体的混合物。在本发明中定义的化合物中包括所有这些异构体。
在完成以上的反应之后,可以通过将反应产物用常规的后处理方法处理得到目标化合物。得到的化合物的化学结构通过IR,NMR,MS等等确定。
在表1到3中列举了根据本发明如上所述制备的化合物的代表性化合物。注意,表中的缩写符号具有以下的含义。
通过下表举例说明在上述式1-1直到1-96中所代表的全部化合物的B,R和Xn的组合。
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r20 | 4-Cl | b25 | r22 | 4-iPr | b25 | r22 | 4-CH2SMe |
b25 | r20 | 4-Br | b25 | r22 | 4-tBu | b25 | r22 | 4-COMe |
b25 | r20 | 2,4-F2 | b25 | r22 | 4-NO2 | b25 | r22 | 4-CO2Me |
b25 | r20 | 2,4-Cl2 | b25 | r22 | 4-CN | b25 | r22 | 4-CO2Et |
b25 | r20 | 2,4-Br2 | b25 | r22 | 4-I | b25 | r22 | 4-CO2tBu |
b25 | r20 | 2,6-F2 | b25 | r22 | 4-Me | b25 | r22 | 4-CO2nHex |
b25 | r20 | 2,6-Cl2 | b25 | r22 | 4-Et | b25 | r22 | 4-CH2Ph |
b25 | r20 | 4-CF3 | b25 | r22 | 4-nPr | b25 | r22 | 4-CH2-(4-Me-Ph) |
b25 | r20 | 4-OCF3 | b25 | r22 | 4-nBu | b25 | r22 | 4-CH2-(4-F-Ph) |
b25 | r20 | 4-iPr | b25 | r22 | 4-nPen | b25 | r22 | 4-CH2-(4-Cl-Ph) |
b25 | r20 | 4-tBu | b25 | r22 | 4-nHex | b25 | r22 | 4-CH2-(4-CF3-Ph) |
b25 | r21 | - | b25 | r22 | 4-cPr | b25 | r22 | 4-CH2-(4-OCF3-Ph |
b25 | r21 | 4-F | b25 | r22 | 4-cPen | b25 | r22 | 4-OCH2Ph |
b25 | r21 | 4-Cl | b25 | r22 | 4-cHex | b25 | r22 | 4-OCH2-(4-Me-Ph) |
b25 | r21 | 4-Br | b25 | r22 | 4-CH2CF3 | b25 | r22 | 4-OCH2-(4-F-Ph) |
b25 | r21 | 2,4-F2 | b25 | r22 | 4-OMe | b25 | r22 | 4-OCH2-(4-Cl-Ph) |
b25 | r21 | 2,4-Cl2 | b25 | r22 | 4-OEt | b25 | r22 | 4-OCH2-(4-CF3-Ph |
b25 | r21 | 2,4-Br2 | b25 | r22 | 4-OiPr | b25 | r22 | 4-Ph |
b25 | r21 | 2,6-F2 | b25 | r22 | 4-OtBu | b25 | r22 | 4-(4-NO2-Ph) |
b25 | r21 | 2,6-Cl2 | b25 | r22 | 4-OnHex | b25 | r22 | 4-(4-CN-Ph) |
b25 | r21 | 4-CF3 | b25 | r22 | 4-OCH2CF3 | b25 | r22 | 4-(4-F-Ph) |
b25 | r21 | 4-OCF3 | b25 | r22 | 4-SMe | b25 | r22 | 4-(4-Cl-Ph) |
b25 | r21 | 4-iPr | b25 | r22 | 4-SEt | b25 | r22 | 4-(4-Me-Ph) |
b25 | r21 | 4-tBu | b25 | r22 | 4-SiPr | b25 | r22 | 4-(4-CF3-Ph) |
b25 | r22 | - | b25 | r22 | 4-StBu | b25 | r22 | 4-(4-OMe-Ph) |
b25 | r22 | 4-F | b25 | r22 | 4-NHMe | b25 | r22 | 4-(4-OCF3-Ph) |
b25 | r22 | 4-Cl | b25 | r22 | 4-NHEt | b25 | r22 | 4-OPh |
b25 | r22 | 4-Br | b25 | r22 | 4-NHnHex | b25 | r22 | 4-O-(4-NO2-Ph) |
b25 | r22 | 2,4-F2 | b25 | r22 | 4-NMe2 | b25 | r22 | 4-O-(4-CN-Ph) |
b25 | r22 | 2,4-Cl2 | b25 | r22 | 4-NEt2 | b25 | r22 | 4-O-(4-F-Ph) |
b25 | r22 | 2,4-Br2 | b25 | r22 | 4-N(nHex)2 | b25 | r22 | 4-O-(4-Cl-Ph) |
b25 | r22 | 2,6-F2 | b25 | r22 | 4-SiMe3 | b25 | r22 | 4-O-(4-Me-Ph) |
b25 | r22 | 2,6-Cl2 | b25 | r22 | 4-CH2OMe | b25 | r22 | 4-O-(4-CF3-Ph) |
b25 | r22 | 4-CF3 | b25 | r22 | 4-CH2OEt | b25 | r22 | 4-O-(4-OMe-Ph) |
b25 | r22 | 4-OCF3 | b25 | r22 | 4-CH2OnHex | b25 | r22 | 4-O-(4-OCF3-Ph) |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r22 | 2-F | b25 | r23 | 4-OiPr | b25 | r24 | 4-nPen |
b25 | r22 | 2-Cl | b25 | r23 | 4-OtBu | b25 | r24 | 4-nHex |
b25 | r22 | 3-F | b25 | r23 | 4-OnHex | b25 | r24 | 4-cPr |
b25 | r22 | 3-Cl | b25 | r23 | 4-OCH2CF3 | b25 | r24 | 4-cPen |
b25 | r22 | 2,3,4-F3 | b25 | r23 | 4-SMe | b25 | r24 | 4-cHex |
b25 | r22 | 2,3,4,6-F4 | b25 | r23 | 4-SEt | b25 | r24 | 4-CH2CF3 |
b25 | r22 | 2,3,4,5,6-F5 | b25 | r23 | 4-SiPr | b25 | r24 | 4-OMe |
b25 | r23 | - | b25 | r23 | 4-StBu- | b25 | r24 | 4-OEt |
b25 | r23 | 4-F | b25 | r23 | 2-F | b25 | r24 | 4-OiPr |
b25 | r23 | 4-Cl | b25 | r23 | 2-Cl | b25 | r24 | 4-OtBu |
b25 | r23 | 4-Br | b25 | r23 | 3-F | b25 | r24 | 4-OnHex |
b25 | r23 | 2,4-F2 | b25 | r23 | 3-Cl | b25 | r24 | 4-OCH2CF3 |
b25 | r23 | 2,4-Cl2 | b25 | r23 | 2,3,4-F3 | b25 | r24 | 4-SMe |
b25 | r23 | 2,4-Br2 | b25 | r23 | 2,3,4,6-F4 | b25 | r24 | 4-SEt |
b25 | r23 | 2,6-F2 | b25 | r23 | 2,3,4,5,6-F5 | b25 | r24 | 4-SiPr |
b25 | r23 | 2,6-Cl2 | b25 | r24 | - | b25 | r24 | 4-StBu- |
b25 | r23 | 4-CF3 | b25 | r24 | 4-F | b25 | r24 | 2-F |
b25 | r23 | 4-OCF3 | b25 | r24 | 4-Cl | b25 | r24 | 2-Cl |
b25 | r23 | 4-iPr | b25 | r24 | 4-Br | b25 | r24 | 3-F |
b25 | r23 | 4-tBu | b25 | r24 | 2,4-F2 | b25 | r24 | 3-Cl |
b25 | r23 | 4-NO2 | b25 | r24 | 2,4-Cl2 | b25 | r24 | 2,3,4-F3 |
b25 | r23 | 4-CN | b25 | r24 | 2,4-Br2 | b25 | r24 | 2,3,4,6-F4 |
b25 | r23 | 4-I | b25 | r24 | 2,6-F2 | b25 | r24 | 2,3,4,5,6-F5 |
b25 | r23 | 4-Me | b25 | r24 | 2,6-Cl2 | b25 | r25 | - |
b25 | r23 | 4-Et | b25 | r24 | 4-CF3 | b25 | r25 | 4-F |
b25 | r23 | 4-nPr | b25 | r24 | 4-OCF3 | b25 | r25 | 4-Cl |
b25 | r23 | 4-nBu | b25 | r24 | 4-iPr | b25 | r25 | 4-Br |
b25 | r23 | 4-nPen | b25 | r24 | 4-tBu | b25 | r25 | 2,4-F2 |
b25 | r23 | 4-nHex | b25 | r24 | 4-NO2 | b25 | r25 | 2,4-Cl2 |
b25 | r23 | 4-cPr | b25 | r24 | 4-CN | b25 | r25 | 2,4-Br2 |
b25 | r23 | 4-cPen | b25 | r24 | 4-I | b25 | r25 | 2,6-F2 |
b25 | r23 | 4-cHex | b25 | r24 | 4-Me | b25 | r25 | 2,6-Cl2 |
b25 | r23 | 4-CH2CF3 | b25 | r24 | 4-Et | b25 | r25 | 4-CF3 |
b25 | r23 | 4-OMe | b25 | r24 | 4-nPr | b25 | r25 | 4-OCF3 |
b25 | r23 | 4-OEt | b25 | r24 | 4-nBu | b25 | r25 | 4-iPr |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r25 | 4-tBu | b25 | r26 | 2,4-F2 | b25 | r29 | - |
b25 | r25 | 4-NO2 | b25 | r26 | 2,4-Cl2 | b25 | r29 | 4-F |
b25 | r25 | 4-CN | b25 | r26 | 2,4-Br2 | b25 | r29 | 4-Cl |
b25 | r25 | 4-I | b25 | r26 | 2,6-F2 | b25 | r29 | 4-Br |
b25 | r25 | 4-Me | b25 | r26 | 2,6-Cl2 | b25 | r29 | 2,4-F2 |
b25 | r25 | 4-Et | b25 | r26 | 4-CF3 | b25 | r29 | 2,4-Cl2 |
b25 | r25 | 4-nPr | b25 | r26 | 4-OCF3 | b25 | r29 | 2,4-Br2 |
b25 | r25 | 4-nBu | b25 | r26 | 4-iPr | b25 | r29 | 2,6-F2 |
b25 | r25 | 4-nPen | b25 | r26 | 4-tBu | b25 | r29 | 2,6-Cl2 |
b25 | r25 | 4-nHex | b25 | r27 | - | b25 | r29 | 4-CF3 |
b25 | r25 | 4-cPr | b25 | r27 | 4-F | b25 | r29 | 4-OCF3 |
b25 | r25 | 4-cPen | b25 | r27 | 4-Cl | b25 | r29 | 4-iPr |
b25 | r25 | 4-cHex | b25 | r27 | 4-Br | b25 | r29 | 4-tBu |
b25 | r25 | 4-CH2CF3 | b25 | r27 | 2,4-F2 | b25 | r30 | - |
b25 | r25 | 4-OMe | b25 | r27 | 2,4-Cl2 | b25 | r30 | 4-F |
b25 | r25 | 4-OEt | b25 | r27 | 2,4-Br2 | b25 | r30 | 4-Cl |
b25 | r25 | 4-OiPr | b25 | r27 | 2,6-F2 | b25 | r30 | 4-Br |
b25 | r25 | 4-OtBu | b25 | r27 | 2,6-Cl2 | b25 | r30 | 2,4-F2 |
b25 | r25 | 4-OnHex | b25 | r27 | 4-CF3 | b25 | r30 | 2,4-Cl2 |
b25 | r25 | 4-OCH2CF3 | b25 | r27 | 4-OCF3 | b25 | r30 | 2,4-Br2 |
b25 | r25 | 4-SMe | b25 | r27 | 4-iPr | b25 | r30 | 2,6-F2 |
b25 | r25 | 4-SEt | b25 | r27 | 4-tBu | b25 | r30 | 2,6-Cl2 |
b25 | r25 | 4-SiPr | b25 | r28 | - | b25 | r30 | 4-CF3 |
b25 | r25 | 4-StBu- | b25 | r28 | 4-F | b25 | r30 | 4-OCF3 |
b25 | r25 | 2-F | b25 | r28 | 4-Cl | b25 | r30 | 4-iPr |
b25 | r25 | 2-Cl | b25 | r28 | 4-Br | b25 | r30 | 4-tBu |
b25 | r25 | 3-F | b25 | r28 | 2,4-F2 | b25 | r31 | - |
b25 | r25 | 3-Cl | b25 | r28 | 2,4-Cl2 | b25 | r31 | 4-F |
b25 | r25 | 2,3,4-F3 | b25 | r28 | 2,4-Br2 | b25 | r31 | 4-Cl |
b25 | r25 | 2,3,4,6-F4 | b25 | r28 | 2,6-F2 | b25 | r31 | 4-Br |
b25 | r25 | 2,3,4,5,6-F5 | b25 | r28 | 2,6-Cl2 | b25 | r31 | 2,4-F2 |
b25 | r26 | - | b25 | r28 | 4-CF3 | b25 | r31 | 2,4-Cl2 |
b25 | r26 | 4-F | b25 | r28 | 4-OCF3 | b25 | r31 | 2,4-Br2 |
b25 | r26 | 4-Cl | b25 | r28 | 4-iPr | b25 | r31 | 2,6-F2 |
b25 | r26 | 4-Br | b25 | r28 | 4-tBu | b25 | r31 | 2,6-Cl2 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r31 | 4-CF3 | b25 | r34 | 2,4-Cl2 | b25 | r37 | 4-F |
b25 | r31 | 4-OCF3 | b25 | r34 | 2,4-Br2 | b25 | r37 | 4-Cl |
b25 | r31 | 4-iPr | b25 | r34 | 2,6-F2 | b25 | r37 | 4-Br |
b25 | r31 | 4-tBu | b25 | r34 | 2,6-Cl2 | b25 | r37 | 2,4-F2 |
b25 | r32 | - | b25 | r34 | 4-CF3 | b25 | r37 | 2,4-Cl2 |
b25 | r32 | 4-F | b25 | r34 | 4-OCF3 | b25 | r37 | 2,4-Br2 |
b25 | r32 | 4-Cl | b25 | r34 | 4-iPr | b25 | r37 | 2,6-F2 |
b25 | r32 | 4-Br | b25 | r34 | 4-tBu | b25 | r37 | 2,6-Cl2 |
b25 | r32 | 2,4-F2 | b25 | r35 | - | b25 | r37 | 4-CF3 |
b25 | r32 | 2,4-Cl2 | b25 | r35 | 4-F | b25 | r37 | 4-OCF3 |
b25 | r32 | 2,4-Br2 | b25 | r35 | 4-Cl | b25 | r37 | 4-iPr |
b25 | r32 | 2,6-F2 | b25 | r35 | 4-Br | b25 | r37 | 4-tBu |
b25 | r32 | 2,6-Cl2 | b25 | r35 | 2,4-F2 | b25 | r38 | - |
b25 | r32 | 4-CF3 | b25 | r35 | 2,4-Cl2 | b25 | r38 | 4-F |
b25 | r32 | 4-OCF3 | b25 | r35 | 2,4-Br2 | b25 | r38 | 4-Cl |
b25 | r32 | 4-iPr | b25 | r35 | 2,6-F2 | b25 | r38 | 4-Br |
b25 | r32 | 4-tBu | b25 | r35 | 2,6-Cl2 | b25 | r38 | 2,4-F2 |
b25 | r33 | - | b25 | r35 | 4-CF3 | b25 | r38 | 2,4-Cl2 |
b25 | r33 | 4-F | b25 | r35 | 4-OCF3 | b25 | r38 | 2,4-Br2 |
b25 | r33 | 4-Cl | b25 | r35 | 4-iPr | b25 | r38 | 2,6-F2 |
b25 | r33 | 4-Br | b25 | r35 | 4-tBu | b25 | r38 | 2,6-Cl2 |
b25 | r33 | 2,4-F2 | b25 | r36 | - | b25 | r38 | 4-CF3 |
b25 | r33 | 2,4-Cl2 | b25 | r36 | 4-F | b25 | r38 | 4-OCF3 |
b25 | r33 | 2,4-Br2 | b25 | r36 | 4-Cl | b25 | r38 | 4-iPr |
b25 | r33 | 2,6-F2 | b25 | r36 | 4-Br | b25 | r38 | 4-tBu |
b25 | r33 | 2,6-Cl2 | b25 | r36 | 2,4-F2 | b25 | r38 | - |
b25 | r33 | 4-CF3 | b25 | r36 | 2,4-Cl2 | b25 | r38 | 4-F |
b25 | r33 | 4-OCF3 | b25 | r36 | 2,4-Br2 | b25 | r38 | 4-Cl |
b25 | r33 | 4-iPr | b25 | r36 | 2,6-F2 | b25 | r38 | 4-Br |
b25 | r33 | 4-tBu | b25 | r36 | 2,6-Cl2 | b25 | r38 | 2,4-F2 |
b25 | r34 | - | b25 | r36 | 4-CF3 | b25 | r38 | 2,4-Cl2 |
b25 | r34 | 4-F | b25 | r36 | 4-OCF3 | b25 | r38 | 2,4-Br2 |
b25 | r34 | 4-Cl | b25 | r36 | 4-iPr | b25 | r38 | 2,6-F2 |
b25 | r34 | 4-Br | b25 | r36 | 4-tBu | b25 | r38 | 2,6-Cl2 |
b25 | r34 | 2,4-F2 | b25 | r37 | - | b25 | r38 | 4-CF3 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b1 | r6 | - | b3 | r6 | 4-iPr | b6 | r6 | 4-CF3 |
b1 | r6 | 4-F | b3 | r6 | 4-tBu | b6 | r6 | 4-OCF3 |
b1 | r6 | 4-Cl | b4 | r6 | - | b6 | r6 | 4-iPr |
b1 | r6 | 4-Br | b4 | r6 | 4-F | b6 | r6 | 4-tBu |
b1 | r6 | 2,4-F2 | b4 | r6 | 4-Cl | b7 | r6 | - |
b1 | r6 | 2,4-Cl2 | b4 | r6 | 4-Br | b7 | r6 | 4-F |
b1 | r6 | 2,4-Br2 | b4 | r6 | 2,4-F2 | b7 | r6 | 4-Cl |
b1 | r6 | 2,6-F2 | b4 | r6 | 2,4-Cl2 | b7 | r6 | 4-Br |
b1 | r6 | 2,6-Cl2 | b4 | r6 | 2,4-Br2 | b7 | r6 | 2,4-F2 |
b1 | r6 | 4-CF3 | b4 | r6 | 2,6-F2 | b7 | r6 | 2,4-Cl2 |
b1 | r6 | 4-OCF3 | b4 | r6 | 2,6-Cl2 | b7 | r6 | 2,4-Br2 |
b1 | r6 | 4-iPr | b4 | r6 | 4-CF3 | b7 | r6 | 2,6-F2 |
b1 | r6 | 4-tBu | b4 | r6 | 4-OCF3 | b7 | r6 | 2,6-Cl2 |
b2 | r6 | - | b4 | r6 | 4-iPr | b7 | r6 | 4-CF3 |
b2 | r6 | 4-F | b4 | r6 | 4-tBu | b7 | r6 | 4-OCF3 |
b2 | r6 | 4-Cl | b5 | r6 | - | b7 | r6 | 4-iPr |
b2 | r6 | 4-Br | b5 | r6 | 4-F | b7 | r6 | 4-tBu |
b2 | r6 | 2,4-F2 | b5 | r6 | 4-Cl | b8 | r6 | - |
b2 | r6 | 2,4-Cl2 | b5 | r6 | 4-Br | b8 | r6 | 4-F |
b2 | r6 | 2,4-Br2 | b5 | r6 | 2,4-F2 | b8 | r6 | 4-Cl |
b2 | r6 | 2,6-F2 | b5 | r6 | 2,4-Cl2 | b8 | r6 | 4-Br |
b2 | r6 | 2,6-Cl2 | b5 | r6 | 2,4-Br2 | b8 | r6 | 2,4-F2 |
b2 | r6 | 4-CF3 | b5 | r6 | 2,6-F2 | b8 | r6 | 2,4-Cl2 |
b2 | r6 | 4-OCF3 | b5 | r6 | 2,6-Cl2 | b8 | r6 | 2,4-Br2 |
b2 | r6 | 4-iPr | b5 | r6 | 4-CF3 | b8 | r6 | 2,6-F2 |
b2 | r6 | 4-tBu | b5 | r6 | 4-OCF3 | b8 | r6 | 2,6-Cl2 |
b3 | r6 | - | b5 | r6 | 4-iPr | b8 | r6 | 4-CF3 |
b3 | r6 | 4-F | b5 | r6 | 4-tBu | b8 | r6 | 4-OCF3 |
b3 | r6 | 4-Cl | b6 | r6 | - | b8 | r6 | 4-iPr |
b3 | r6 | 4-Br | b6 | r6 | 4-F | b8 | r6 | 4-tBu |
b3 | r6 | 2,4-F2 | b6 | r6 | 4-Cl | b9 | r6 | - |
b3 | r6 | 2,4-Cl2 | b6 | r6 | 4-Br | b9 | r6 | 4-F |
b3 | r6 | 2,4-Br2 | b6 | r6 | 2,4-F2 | b9 | r6 | 4-Cl |
b3 | r6 | 2,6-F2 | b6 | r6 | 2,4-Cl2 | b9 | r6 | 4-Br |
b3 | r6 | 2,6-Cl2 | b6 | r6 | 2,4-Br2 | b9 | r6 | 2,4-F2 |
b3 | r6 | 4-CF3 | b6 | r6 | 2,6-F2 | b9 | r6 | 2,4-Cl2 |
b3 | r6 | 4-OCF3 | b6 | r6 | 2,6-Cl2 | b9 | r6 | 2,4-Br2 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b9 | r6 | 2,6-F2 | b12 | r6 | 4-Br | b14 | r6 | 4-tBu |
b9 | r6 | 2,6-Cl2 | b12 | r6 | 2,4-F2 | b15 | r6 | - |
b9 | r6 | 4-CF3 | b12 | r6 | 2,4-Cl2 | b15 | r6 | 4-F |
b9 | r6 | 4-OCF3 | b12 | r6 | 2,4-Br2 | b15 | r6 | 4-Cl |
b9 | r6 | 4-iPr | b12 | r6 | 2,6-F2 | b15 | r6 | 4-Br |
b9 | r6 | 4-tBu | b12 | r6 | 2,6-Cl2 | b15 | r6 | 2,4-F2 |
b10 | r6 | - | b12 | r6 | 4-CF3 | b15 | r6 | 2,4-Cl2 |
b10 | r6 | 4-F | b12 | r6 | 4-OCF3 | b15 | r6 | 2,4-Br2 |
b10 | r6 | 4-Cl | b12 | r6 | 4-iPr | b15 | r6 | 2,6-F2 |
b10 | r6 | 4-Br | b12 | r6 | 4-tBu | b15 | r6 | 2,6-Cl2 |
b10 | r6 | 2,4-F2 | b13 | r6 | - | b15 | r6 | 4-CF3 |
b10 | r6 | 2,4-Cl2 | b13 | r6 | 4-F | b15 | r6 | 4-OCF3 |
b10 | r6 | 2,4-Br2 | b13 | r6 | 4-Cl | b15 | r6 | 4-iPr |
b10 | r6 | 2,6-F2 | b13 | r6 | 4-Br | b15 | r6 | 4-tBu |
b10 | r6 | 2,6-Cl2 | b13 | r6 | 2,4-F2 | b16 | r6 | - |
b10 | r6 | 4-CF3 | b13 | r6 | 2,4-Cl2 | b16 | r6 | 4-F |
b10 | r6 | 4-OCF3 | b13 | r6 | 2,4-Br2 | b16 | r6 | 4-Cl |
b10 | r6 | 4-iPr | b13 | r6 | 2,6-F2 | b16 | r6 | 4-Br |
b10 | r6 | 4-tBu | b13 | r6 | 2,6-Cl2 | b16 | r6 | 2,4-F2 |
b11 | r6 | - | b13 | r6 | 4-CF3 | b16 | r6 | 2,4-Cl2 |
b11 | r6 | 4-F | b13 | r6 | 4-OCF3 | b16 | r6 | 2,4-Br2 |
b11 | r6 | 4-Cl | b13 | r6 | 4-iPr | b16 | r6 | 2,6-F2 |
b11 | r6 | 4-Br | b13 | r6 | 4-tBu | b16 | r6 | 2,6-Cl2 |
b11 | r6 | 2,4-F2 | b14 | r6 | - | b16 | r6 | 4-CF3 |
b11 | r6 | 2,4-Cl2 | b14 | r6 | 4-F | b16 | r6 | 4-OCF3 |
b11 | r6 | 2,4-Br2 | b14 | r6 | 4-Cl | b16 | r6 | 4-iPr |
b11 | r6 | 2,6-F2 | b14 | r6 | 4-Br | b16 | r6 | 4-tBu |
b11 | r6 | 2,6-Cl2 | b14 | r6 | 2,4-F2 | b17 | r6 | - |
b11 | r6 | 4-CF3 | b14 | r6 | 2,4-Cl2 | b17 | r6 | 4-F |
b11 | r6 | 4-OCF3 | b14 | r6 | 2,4-Br2 | b17 | r6 | 4-Cl |
b11 | r6 | 4-iPr | b14 | r6 | 2,6-F2 | b17 | r6 | 4-Br |
b11 | r6 | 4-tBu | b14 | r6 | 2,6-Cl2 | b17 | r6 | 2,4-F2 |
b12 | r6 | - | b14 | r6 | 4-CF3 | b17 | r6 | 2,4-Cl2 |
b12 | r6 | 4-F | b14 | r6 | 4-OCF3 | b17 | r6 | 2,4-Br2 |
b12 | r6 | 4-Cl | b14 | r6 | 4-iPr | b17 | r6 | 2,6-F2 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b17 | r6 | 2,6-Cl2 | b20 | r6 | 2,4-F2 | b23 | r6 | - |
b17 | r6 | 4-CF3 | b20 | r6 | 2,4-Cl2 | b23 | r6 | 4-F |
b17 | r6 | 4-OCF3 | b20 | r6 | 2,4-Br2 | b23 | r6 | 4-Cl |
b17 | r6 | 4-iPr | b20 | r6 | 2,6-F2 | b23 | r6 | 4-Br |
b17 | r6 | 4-tBu | b20 | r6 | 2,6-Cl2 | b23 | r6 | 2,4-F2 |
b18 | r6 | - | b20 | r6 | 4-CF3 | b23 | r6 | 2,4-Cl2 |
b18 | r6 | 4-F | b20 | r6 | 4-OCF3 | b23 | r6 | 2,4-Br2 |
b18 | r6 | 4-Cl | b20 | r6 | 4-iPr | b23 | r6 | 2,6-F2 |
b18 | r6 | 4-Br | b20 | r6 | 4-tBu | b23 | r6 | 2,6-Cl2 |
b18 | r6 | 2,4-F2 | b21 | r6 | - | b23 | r6 | 4-CF3 |
b18 | r6 | 2,4-Cl2 | b21 | r6 | 4-F | b23 | r6 | 4-OCF3 |
b18 | r6 | 2,4-Br2 | b21 | r6 | 4-Cl | b23 | r6 | 4-iPr |
b18 | r6 | 2,6-F2 | b21 | r6 | 4-Br | b23 | r6 | 4-tBu |
b18 | r6 | 2,6-Cl2 | b21 | r6 | 2,4-F2 | b24 | r6 | - |
b18 | r6 | 4-CF3 | b21 | r6 | 2,4-Cl2 | b24 | r6 | 4-F |
b18 | r6 | 4-OCF3 | b21 | r6 | 2,4-Br2 | b24 | r6 | 4-Cl |
b18 | r6 | 4-iPr | b21 | r6 | 2,6-F2 | b24 | r6 | 4-Br |
b18 | r6 | 4-tBu | b21 | r6 | 2,6-Cl2 | b24 | r6 | 2,4-F2 |
b19 | r6 | - | b21 | r6 | 4-CF3 | b24 | r6 | 2,4-Cl2 |
b19 | r6 | 4-F | b21 | r6 | 4-OCF3 | b24 | r6 | 2,4-Br2 |
b19 | r6 | 4-Cl | b21 | r6 | 4-iPr | b24 | r6 | 2,6-F2 |
b19 | r6 | 4-Br | b21 | r6 | 4-tBu | b24 | r6 | 2,6-Cl2 |
b19 | r6 | 2,4-F2 | b22 | r6 | - | b24 | r6 | 4-CF3 |
b19 | r6 | 2,4-Cl2 | b22 | r6 | 4-F | b24 | r6 | 4-OCF3 |
b19 | r6 | 2,4-Br2 | b22 | r6 | 4-Cl | b24 | r6 | 4-iPr |
b19 | r6 | 2,6-F2 | b22 | r6 | 4-Br | b24 | r6 | 4-tBu |
b19 | r6 | 2,6-Cl2 | b22 | r6 | 2,4-F2 | b25 | r1 | - |
b19 | r6 | 4-CF3 | b22 | r6 | 2,4-Cl2 | b25 | r1 | 4-F |
b19 | r6 | 4-OCF3 | b22 | r6 | 2,4-Br2 | b25 | r1 | 4-Cl |
b19 | r6 | 4-iPr | b22 | r6 | 2,6-F2 | b25 | r1 | 4-Br |
b19 | r6 | 4-tBu | b22 | r6 | 2,6-Cl2 | b25 | r1 | 2,4-F2 |
b20 | r6 | - | b22 | r6 | 4-CF3 | b25 | r1 | 2,4-Cl2 |
b20 | r6 | 4-F | b22 | r6 | 4-OCF3 | b25 | r1 | 2,4-Br2 |
b20 | r6 | 4-Cl | b22 | r6 | 4-iPr | b25 | r1 | 2,6-F2 |
b20 | r6 | 4-Br | b22 | r6 | 4-tBu | b25 | r1 | 2,6-Cl2 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r1 | 4-CF3 | b25 | r4 | 2,4-Cl2 | b25 | r6 | 4-CN |
b25 | r1 | 4-OCF3 | b25 | r4 | 2,4-Br2 | b25 | r6 | 4-I |
b25 | r1 | 4-iPr | b25 | r4 | 2,6-F2 | b25 | r6 | 4-Me |
b25 | r1 | 4-tBu | b25 | r4 | 2,6-Cl2 | b25 | r6 | 4-Et |
b25 | r2 | - | b25 | r4 | 4-CF3 | b25 | r6 | 4-nPr |
b25 | r2 | 4-F | b25 | r4 | 4-OCF3 | b25 | r6 | 4-nBu |
b25 | r2 | 4-Cl | b25 | r4 | 4-iPr | b25 | r6 | 4-nPen |
b25 | r2 | 4-Br | b25 | r4 | 4-tBu | b25 | r6 | 4-nHex |
b25 | r2 | 2,4-F2 | b25 | r5 | - | b25 | r6 | 4-cPr |
b25 | r2 | 2,4-Cl2 | b25 | r5 | 4-F | b25 | r6 | 4-cPen |
b25 | r2 | 2,4-Br2 | b25 | r5 | 4-Cl | b25 | r6 | 4-cHex |
b25 | r2 | 2,6-F2 | b25 | r5 | 4-Br | b25 | r6 | 4-CH2CF3 |
b25 | r2 | 2,6-Cl2 | b25 | r5 | 2,4-F2 | b25 | r6 | 4-OMe |
b25 | r2 | 4-CF3 | b25 | r5 | 2,4-Cl2 | b25 | r6 | 4-OEt |
b25 | r2 | 4-OCF3 | b25 | r5 | 2,4-Br2 | b25 | r6 | 4-OiPr |
b25 | r2 | 4-iPr | b25 | r5 | 2,6-F2 | b25 | r6 | 4-OtBu |
b25 | r2 | 4-tBu | b25 | r5 | 2,6-Cl2 | b25 | r6 | 4-OnHex |
b25 | r3 | - | b25 | r5 | 4-CF3 | b25 | r6 | 4-OCH2CF3 |
b25 | r3 | 4-F | b25 | r5 | 4-OCF3 | b25 | r6 | 4-SMe |
b25 | r3 | 4-Cl | b25 | r5 | 4-iPr | b25 | r6 | 4-Set |
b25 | r3 | 4-Br | b25 | r5 | 4-tBu | b25 | r6 | 4-SiPr |
b25 | r3 | 2,4-F2 | b25 | r6 | - | b25 | r6 | 4-StBu- |
b25 | r3 | 2,4-Cl2 | b25 | r6 | 4-F | b25 | r6 | 4-NHMe |
b25 | r3 | 2,4-Br2 | b25 | r6 | 4-Cl | b25 | r6 | 4-NHEt |
b25 | r3 | 2,6-F2 | b25 | r6 | 4-Br | b25 | r6 | 4-NHnHex |
b25 | r3 | 2,6-Cl2 | b25 | r6 | 2,4-F2 | b25 | r6 | 4-NMe2 |
b25 | r3 | 4-CF3 | b25 | r6 | 2,4-Cl2 | b25 | r6 | 4-NEt2 |
b25 | r3 | 4-OCF3 | b25 | r6 | 2,4-Br2 | b25 | r6 | 4-N(nHex)2 |
b25 | r3 | 4-iPr | b25 | r6 | 2,6-F2 | b25 | r6 | 4-SiMe3 |
b25 | r3 | 4-tBu | b25 | r6 | 2,6-Cl2 | b25 | r6 | 4-CH2OMe |
b25 | r4 | - | b25 | r6 | 4-CF3 | b25 | r6 | 4-CH2OEt |
b25 | r4 | 4-F | b25 | r6 | 4-OCF3 | b25 | r6 | 4-CH2OnHex |
b25 | r4 | 4-Cl | b25 | r6 | 4-iPr | b25 | r6 | 4-CH2SMe |
b25 | r4 | 4-Br | b25 | r6 | 4-tBu | b25 | r6 | 4-COMe |
b25 | r4 | 2,4-F2 | b25 | r6 | 4-NO2 | b25 | r6 | 4-CO2Me |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r6 | 4-CO2Et | b25 | r6 | 3-Cl | b25 | r9 | 2,4-Cl2 |
b25 | r6 | 4-CO2tBu | b25 | r6 | 2,3,4-F3 | b25 | r9 | 2,4-Br2 |
b25 | r6 | 4-CO2nHex | b25 | r6 | 2,3,4,6-F4 | b25 | r9 | 2,6-F2 |
b25 | r6 | 4-CH2Ph | b25 | r6 | 2,3,4,5,6- | b25 | r9 | 2,6-Cl2 |
b25 | r6 | 4-CH2-(4-Me-Ph) | b25 | r7 | - | b25 | r9 | 4-CF3 |
b25 | r6 | 4-CH2-(4-F-Ph) | b25 | r7 | 4-F | b25 | r9 | 4-OCF3 |
b25 | r6 | 4-CH2-(4-Cl-Ph) | b25 | r7 | 4-Cl | b25 | r9 | 4-iPr |
b25 | r6 | 4-CH2-(4-CF3-Ph) | b25 | r7 | 4-Br | b25 | r9 | 4-tBu |
b25 | r6 | 4-CH2-(4-OCF3-Ph | b25 | r7 | 2,4-F2 | b25 | r10 | - |
b25 | r6 | 4-OCH2Ph | b25 | r7 | 2,4-Cl2 | b25 | r10 | 4-F |
b25 | r6 | 4-OCH2-(4-Me-Ph) | b25 | r7 | 2,4-Br2 | b25 | r10 | 4-Cl |
b25 | r6 | 4-OCH2-(4-F-Ph) | b25 | r7 | 2,6-F2 | b25 | r10 | 4-Br |
b25 | r6 | 4-OCH2-(4-Cl-Ph) | b25 | r7 | 2,6-Cl2 | b25 | r10 | 2,4-F2 |
b25 | r6 | 4-OCH2-(4-CF3-Ph | b25 | r7 | 4-CF3 | b25 | r10 | 2,4-Cl2 |
b25 | r6 | 4-Ph | b25 | r7 | 4-OCF3 | b25 | r10 | 2,4-Br2 |
b25 | r6 | 4-(4-NO2-Ph) | b25 | r7 | 4-iPr | b25 | r10 | 2,6-F2 |
b25 | r6 | 4-(4-CN-Ph) | b25 | r7 | 4-tBu | b25 | r10 | 2,6-Cl2 |
b25 | r6 | 4-(4-F-Ph) | b25 | r8 | - | b25 | r10 | 4-CF3 |
b25 | r6 | 4-(4-Cl-Ph) | b25 | r8 | 4-F | b25 | r10 | 4-OCF3 |
b25 | r6 | 4-(4-Me-Ph) | b25 | r8 | 4-Cl | b25 | r10 | 4-iPr |
b25 | r6 | 4-(4-CF3-Ph) | b25 | r8 | 4-Br | b25 | r10 | 4-tBu |
b25 | r6 | 4-(4-OMe-Ph) | b25 | r8 | 2,4-F2 | b25 | r11 | - |
b25 | r6 | 4-(4-OCF3-Ph) | b25 | r8 | 2,4-Cl2 | b25 | r11 | 4-F |
b25 | r6 | 4-OPh | b25 | r8 | 2,4-Br2 | b25 | r11 | 4-Cl |
b25 | r6 | 4-O-(4-NO2-Ph) | b25 | r8 | 2,6-F2 | b25 | r11 | 4-Br |
b25 | r6 | 4-O-(4-CN-Ph) | b25 | r8 | 2,6-Cl2 | b25 | r11 | 2,4-F2 |
b25 | r6 | 4-O-(4-F-Ph) | b25 | r8 | 4-CF3 | b25 | r11 | 2,4-Cl2 |
b25 | r6 | 4-O-(4-Cl-Ph) | b25 | r8 | 4-OCF3 | b25 | r11 | 2,4-Br2 |
b25 | r6 | 4-O-(4-Me-Ph) | b25 | r8 | 4-iPr | b25 | r11 | 2,6-F2 |
b25 | r6 | 4-O-(4-CF3-Ph) | b25 | r8 | 4-tBu | b25 | r11 | 2,6-Cl2 |
b25 | r6 | 4-O-(4-OMe-Ph) | b25 | r9 | - | b25 | r11 | 4-CF3 |
b25 | r6 | 4-O-(4-OCF3-Ph) | b25 | r9 | 4-F | b25 | r11 | 4-OCF3 |
b25 | r6 | 2-F | b25 | r9 | 4-Cl | b25 | r11 | 4-iPr |
b25 | r6 | 2-Cl | b25 | r9 | 4-Br | b25 | r11 | 4-tBu |
b25 | r6 | 3-F | b25 | r9 | 2,4-F2 | b25 | r12 | - |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r12 | 4-F | b25 | r14 | 4-OCF3 | b25 | r17 | 2,4-Br2 |
b25 | r12 | 4-Cl | b25 | r14 | 4-iPr | b25 | r17 | 2,6-F2 |
b25 | r12 | 4-Br | b25 | r14 | 4-tBu | b25 | r17 | 2,6-Cl2 |
b25 | r12 | 2,4-F2 | b25 | r15 | - | b25 | r17 | 4-CF3 |
b25 | r12 | 2,4-Cl2 | b25 | r15 | 4-F | b25 | r17 | 4-OCF3 |
b25 | r12 | 2,4-Br2 | b25 | r15 | 4-Cl | b25 | r17 | 4-iPr |
b25 | r12 | 2,6-F2 | b25 | r15 | 4-Br | b25 | r17 | 4-tBu |
b25 | r12 | 2,6-Cl2 | b25 | r15 | 2,4-F2 | b25 | r18 | - |
b25 | r12 | 4-CF3 | b25 | r15 | 2,4-Cl2 | b25 | r18 | 4-F |
b25 | r12 | 4-OCF3 | b25 | r15 | 2,4-Br2 | b25 | r18 | 4-Cl |
b25 | r12 | 4-iPr | b25 | r15 | 2,6-F2 | b25 | r18 | 4-Br |
b25 | r12 | 4-tBu | b25 | r15 | 2,6-Cl2 | b25 | r18 | 2,4-F2 |
b25 | r13 | - | b25 | r15 | 4-CF3 | b25 | r18 | 2,4-Cl2 |
b25 | r13 | 4-F | b25 | r15 | 4-OCF3 | b25 | r18 | 2,4-Br2 |
b25 | r13 | 4-Cl | b25 | r15 | 4-iPr | b25 | r18 | 2,6-F2 |
b25 | r13 | 4-Br | b25 | r15 | 4-tBu | b25 | r18 | 2,6-Cl2 |
b25 | r13 | 2,4-F2 | b25 | r16 | - | b25 | r18 | 4-CF3 |
b25 | r13 | 2,4-Cl2 | b25 | r16 | 4-F | b25 | r18 | 4-OCF3 |
b25 | r13 | 2,4-Br2 | b25 | r16 | 4-Cl | b25 | r18 | 4-iPr |
b25 | r13 | 2,6-F2 | b25 | r16 | 4-Br | b25 | r18 | 4-tBu |
b25 | r13 | 2,6-Cl2 | b25 | r16 | 2,4-F2 | b25 | r19 | - |
b25 | r13 | 4-CF3 | b25 | r16 | 2,4-Cl2 | b25 | r19 | 4-F |
b25 | r13 | 4-OCF3 | b25 | r16 | 2,4-Br2 | b25 | r19 | 4-Cl |
b25 | r13 | 4-iPr | b25 | r16 | 2,6-F2 | b25 | r19 | 4-Br |
b25 | r13 | 4-tBu | b25 | r16 | 2,6-Cl2 | b25 | r19 | 2,4-F2 |
b25 | r14 | - | b25 | r16 | 4-CF3 | b25 | r19 | 2,4-Cl2 |
b25 | r14 | 4-F | b25 | r16 | 4-OCF3 | b25 | r19 | 2,4-Br2 |
b25 | r14 | 4-Cl | b25 | r16 | 4-iPr | b25 | r19 | 2,6-F2 |
b25 | r14 | 4-Br | b25 | r16 | 4-tBu | b25 | r19 | 2,6-Cl2 |
b25 | r14 | 2,4-F2 | b25 | r17 | - | b25 | r19 | 4-CF3 |
b25 | r14 | 2,4-Cl2 | b25 | r17 | 4-F | b25 | r19 | 4-OCF3 |
b25 | r14 | 2,4-Br2 | b25 | r17 | 4-Cl | b25 | r19 | 4-iPr |
b25 | r14 | 2,6-F2 | b25 | r17 | 4-Br | b25 | r19 | 4-tBu |
b25 | r14 | 2,6-Cl2 | b25 | r17 | 2,4-F2 | b25 | r20 | - |
b25 | r14 | 4-CF3 | b25 | r17 | 2,4-Cl2 | b25 | r20 | 4-F |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r38 | 4-OCF3 | b25 | r41 | 2,4-Br2 | b25 | r44 | 4-Br |
b25 | r38 | 4-iPr | b25 | r41 | 2,6-F2 | b25 | r44 | 2,4-F2 |
b25 | r38 | 4-tBu | b25 | r41 | 2,6-Cl2 | b25 | r44 | 2,4-Cl2 |
b25 | r39 | - | b25 | r41 | 4-CF3 | b25 | r44 | 2,4-Br3 |
b25 | r39 | 4-F | b25 | r41 | 4-OCF3 | b25 | r44 | 2,6-F2 |
b25 | r39 | 4-Cl | b25 | r41 | 4-iPr | b25 | r44 | 2,6-Cl2 |
b25 | r39 | 4-Br | b25 | r41 | 4-tBu | b25 | r44 | 4-CF3 |
b25 | r39 | 2,4-F2 | b25 | r42 | - | b25 | r44 | 4-OCF3 |
b25 | r39 | 2,4-Cl2 | b25 | r42 | 4-F | b25 | r44 | 4-iPr |
b25 | r39 | 2,4-Br2 | b25 | r42 | 4-Cl | b25 | r44 | 4-tBu |
b25 | r39 | 2,6-F2 | b25 | r42 | 4-Br | b25 | r45 | - |
b25 | r39 | 2,6-Cl2 | b25 | r42 | 2,4-F2 | b25 | r45 | 4-F |
b25 | r39 | 4-CF3 | b25 | r42 | 2,4-Cl2 | b25 | r45 | 4-Cl |
b25 | r39 | 4-OCF3 | b25 | r42 | 2,4-Br2 | b25 | r45 | 4-Br |
b25 | r39 | 4-iPr | b25 | r42 | 2,6-F2 | b25 | r45 | 2,4-F2 |
b25 | r39 | 4-tBu | b25 | r42 | 2,6-Cl2 | b25 | r45 | 2,4-Cl2 |
b25 | r40 | - | b25 | r42 | 4-CF3 | b25 | r45 | 2,4-Br2 |
b25 | r40 | 4-F | b25 | r42 | 4-OCF3 | b25 | r45 | 2,6-F2 |
b25 | r40 | 4-Cl | b25 | r42 | 4-iPr | b25 | r45 | 2,6-Cl2 |
b25 | r40 | 4-Br | b25 | r42 | 4-tBu | b25 | r45 | 4-CF3 |
b25 | r40 | 2,4-F2 | b25 | r43 | - | b25 | r45 | 4-OCF3 |
b25 | r40 | 2,4-Cl2 | b25 | r43 | 4-F | b25 | r45 | 4-iPr |
b25 | r40 | 2,4-Br2 | b25 | r43 | 4-Cl | b25 | r45 | 4-tBu |
b25 | r40 | 2,6-F2 | b25 | r43 | 4-Br | b25 | r46 | - |
b25 | r40 | 2,6-Cl2 | b25 | r43 | 2,4-F2 | b25 | r46 | 4-F |
b25 | r40 | 4-CF3 | b25 | r43 | 2,4-Cl2 | b25 | r46 | 4-Cl |
b25 | r40 | 4-OCF3 | b25 | r43 | 2,6-F2 | b25 | r46 | 4-Br |
b25 | r40 | 4-iPr | b25 | r43 | 2,6-Cl2 | b25 | r46 | 2,4-F2 |
b25 | r40 | 4-tBu | b25 | r43 | 4-CF3 | b25 | r46 | 2,4-Cl2 |
b25 | r41 | - | b25 | r43 | 4-OCF3 | b25 | r46 | 2,6-F2 |
b25 | r41 | 4-F | b25 | r43 | 4-iPr | b25 | r46 | 2,6-Cl2 |
b25 | r41 | 4-Cl | b25 | r43 | 4-tBu | b25 | r46 | 4-CF3 |
b25 | r41 | 4-Br | b25 | r44 | - | b25 | r46 | 4-OCF3 |
b25 | r41 | 2,4-F2 | b25 | r44 | 4-F | b25 | r46 | 4-iPr |
b25 | r41 | 2,4-Cl2 | b25 | r44 | 4-Cl | b25 | r46 | 4-tBu |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r47 | - | b25 | r49 | 4-CF3 | b25 | r52 | 2,4-Br2 |
b25 | r47 | 4-F | b25 | r49 | 4-OCF3 | b25 | r52 | 2,6-F2 |
b25 | r47 | 4-Cl | b25 | r49 | 4-iPr | b25 | r52 | 2,6-Cl2 |
b25 | r47 | 4-Br | b25 | r49 | 4-tBu | b25 | r52 | 4-CF3 |
b25 | r47 | 2,4-F2 | b25 | r50 | - | b25 | r52 | 4-OCF3 |
b25 | r47 | 2,4-Cl2 | b25 | r50 | 4-F | b25 | r52 | 4-iPr |
b25 | r47 | 2,4-Br2 | b25 | r50 | 4-Cl | b25 | r52 | 4-tBu |
b25 | r47 | 2,6-F2 | b25 | r50 | 4-Br | b25 | r53 | - |
b25 | r47 | 2,6-Cl2 | b25 | r50 | 2,4-F2 | b25 | r53 | 4-F |
b25 | r47 | 4-CF3 | b25 | r50 | 2,4-Cl2 | b25 | r53 | 4-Cl |
b25 | r47 | 4-OCF3 | b25 | r50 | 2,4-Br2 | b25 | r53 | 4-Br |
b25 | r47 | 4-iPr | b25 | r50 | 2,6-F2 | b25 | r53 | 2,4-F2 |
b25 | r47 | 4-tBu | b25 | r50 | 2,6-Cl2 | b25 | r53 | 2,4-Cl2 |
b25 | r48 | - | b25 | r50 | 4-CF3 | b25 | r53 | 2,4-Br2 |
b25 | r48 | 4-F | b25 | r50 | 4-OCF3 | b25 | r53 | 2,6-F2 |
b25 | r48 | 4-Cl | b25 | r50 | 4-iPr | b25 | r53 | 2,6-Cl2 |
b25 | r48 | 4-Br | b25 | r50 | 4-tBu | b25 | r53 | 4-CF3 |
b25 | r48 | 2,4-F2 | b25 | r51 | - | b25 | r53 | 4-OCF3 |
b25 | r48 | 2,4-Cl2 | b25 | r51 | 4-F | b25 | r53 | 4-iPr |
b25 | r48 | 2,4-Br2 | b25 | r51 | 4-Cl | b25 | r53 | 4-tBu |
b25 | r48 | 2,6-F2 | b25 | r51 | 4-Br | b25 | r54 | - |
b25 | r48 | 2,6-Cl2 | b25 | r51 | 2,4-F2 | b25 | r54 | 4-F |
b25 | r48 | 4-CF3 | b25 | r51 | 2,4-Cl2 | b25 | r54 | 4-Cl |
b25 | r48 | 4-OCF3 | b25 | r51 | 2,6-F2 | b25 | r54 | 4-Br |
b25 | r48 | 4-iPr | b25 | r51 | 2,6-Cl2 | b25 | r54 | 2,4-F2 |
b25 | r48 | 4-tBu | b25 | r51 | 4-CF3 | b25 | r54 | 2,4-Cl2 |
b25 | r49 | - | b25 | r51 | 4-OCF3 | b25 | r54 | 2,6-F2 |
b25 | r49 | 4-F | b25 | r51 | 4-iPr | b25 | r54 | 2,6-Cl2 |
b25 | r49 | 4-Cl | b25 | r51 | 4-tBu | b25 | r54 | 4-CF3 |
b25 | r49 | 4-Br | b25 | r52 | - | b25 | r54 | 4-OCF3 |
b25 | r49 | 2,4-F2 | b25 | r52 | 4-F | b25 | r54 | 4-iPr |
b25 | r49 | 2,4-Cl2 | b25 | r52 | 4-Cl | b25 | r54 | 4-tBu |
b25 | r49 | 2,4-Br2 | b25 | r52 | 4-Br | b25 | r55 | - |
b25 | r49 | 2,6-F2 | b25 | r52 | 2,4-F2 | b25 | r55 | 4-F |
b25 | r49 | 2,6-Cl2 | b25 | r52 | 2,4-Cl2 | b25 | r55 | 4-Cl |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r55 | 4-Br | b25 | r57 | 4-tBu | b25 | r60 | 4-CF3 |
b25 | r55 | 2,4-F2 | b25 | r58 | - | b25 | r60 | 4-OCF3 |
b25 | r55 | 2,4-Cl2 | b25 | r58 | 4-F | b25 | r60 | 4-iPr |
b25 | r55 | 2,4-Br2 | b25 | r58 | 4-Cl | b25 | r60 | 4-tBu |
b25 | r55 | 2,6-F2 | b25 | r58 | 4-Br | b25 | r61 | - |
b25 | r55 | 2,6-Cl2 | b25 | r58 | 2,4-F2 | b25 | r61 | 4-F |
b25 | r55 | 4-CF3 | b25 | r58 | 2,4-Cl2 | b25 | r61 | 4-Cl |
b25 | r55 | 4-OCF3 | b25 | r58 | 2,4-Br2 | b25 | r61 | 4-Br |
b25 | r55 | 4-iPr | b25 | r58 | 2,6-F2 | b25 | r61 | 2,4-F2 |
b25 | r55 | 4-tBu | b25 | r58 | 2,6-Cl2 | b25 | r61 | 2,4-Cl2 |
b25 | r56 | - | b25 | r58 | 4-CF3 | b25 | r61 | 2,4-Br2 |
b25 | r56 | 4-F | b25 | r58 | 4-OCF3 | b25 | r61 | 2,6-F2 |
b25 | r56 | 4-Cl | b25 | r58 | 4-iPr | b25 | r61 | 2,6-Cl2 |
b25 | r56 | 4-Br | b25 | r58 | 4-tBu | b25 | r61 | 4-CF3 |
b25 | r56 | 2,4-F2 | b25 | r59 | - | b25 | r61 | 4-OCF3 |
b25 | r56 | 2,4-Cl2 | b25 | r59 | 4-F | b25 | r61 | 4-iPr |
b25 | r56 | 2,4-Br2 | b25 | r59 | 4-Cl | b25 | r61 | 4-tBu |
b25 | r56 | 2,6-F2 | b25 | r59 | 4-Br | b25 | r62 | - |
b25 | r56 | 2,6-Cl2 | b25 | r59 | 2,4-F2 | b25 | r62 | 4-F |
b25 | r56 | 4-CF3 | b25 | r59 | 2,4-Cl2 | b25 | r62 | 4-Cl |
b25 | r56 | 4-OCF3 | b25 | r59 | 2,6-F2 | b25 | r62 | 4-Br |
b25 | r56 | 4-iPr | b25 | r59 | 2,6-Cl2 | b25 | r62 | 2,4-F2 |
b25 | r56 | 4-tBu | b25 | r59 | 4-CF3 | b25 | r62 | 2,4-Cl2 |
b25 | r57 | - | b25 | r59 | 4-OCF3 | b25 | r62 | 2,6-F2 |
b25 | r57 | 4-F | b25 | r59 | 4-iPr | b25 | r62 | 2,6-Cl2 |
b25 | r57 | 4-Cl | b25 | r59 | 4-tBu | b25 | r62 | 4-CF3 |
b25 | r57 | 4-Br | b25 | r60 | - | b25 | r62 | 4-OCF3 |
b25 | r57 | 2,4-F2 | b25 | r60 | 4-F | b25 | r62 | 4-iPr |
b25 | r57 | 2,4-Cl2 | b25 | r60 | 4-Cl | b25 | r62 | 4-tBu |
b25 | r57 | 2,4-Br2 | b25 | r60 | 4-Br | b25 | r63 | - |
b25 | r57 | 2,6-F2 | b25 | r60 | 2,4-F2 | b25 | r63 | 4-F |
b25 | r57 | 2,6-Cl2 | b25 | r60 | 2,4-Cl2 | b25 | r63 | 4-Cl |
b25 | r57 | 4-CF3 | b25 | r60 | 2,4-Br2 | b25 | r63 | 4-Br |
b25 | r57 | 4-OCF3 | b25 | r60 | 2,6-F2 | b25 | r63 | 2,4-F2 |
b25 | r57 | 4-iPr | b25 | r60 | 2,6-Cl2 | b25 | r63 | 2,4-Cl2 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r63 | 2,4-Br2 | b26 | r6 | 4-Cl | b28 | r6 | 4-iPr |
b25 | r63 | 2,6-F2 | b26 | r6 | 4-Br | b28 | r6 | 4-tBu |
b25 | r63 | 2,6-Cl2 | b26 | r6 | 2,4-F2 | b29 | r6 | - |
b25 | r63 | 4-CF3 | b26 | r6 | 2,4-Cl2 | b29 | r6 | 4-F |
b25 | r63 | 4-OCF3 | b26 | r6 | 2,4-Br2 | b29 | r6 | 4-Cl |
b25 | r63 | 4-iPr | b26 | r6 | 2,6-F2 | b29 | r6 | 4-Br |
b25 | r63 | 4-tBu | b26 | r6 | 2,6-Cl2 | b29 | r6 | 2,4-F2 |
b25 | r64 | - | b26 | r6 | 4-CF3 | b29 | r6 | 2,4-Cl2 |
b25 | r64 | 4-F | b26 | r6 | 4-OCF3 | b29 | r6 | 2,4-Br2 |
b25 | r64 | 4-Cl | b26 | r6 | 4-iPr | b29 | r6 | 2,6-F2 |
b25 | r64 | 4-Br | b26 | r6 | 4-tBu | b29 | r6 | 2,6-Cl2 |
b25 | r64 | 2,4-F2 | b27 | r6 | - | b29 | r6 | 4-CF3 |
b25 | r64 | 2,4-Cl2 | b27 | r6 | 4-F | b29 | r6 | 4-OCF3 |
b25 | r64 | 2,4-Br2 | b27 | r6 | 4-Cl | b29 | r6 | 4-iPr |
b25 | r64 | 2,6-F2 | b27 | r6 | 4-Br | b29 | r6 | 4-tBu |
b25 | r64 | 2,6-Cl2 | b27 | r6 | 2,4-F2 | b30 | r6 | - |
b25 | r64 | 4-CF3 | b27 | r6 | 2,4-Cl2 | b30 | r6 | 4-F |
b25 | r64 | 4-OCF3 | b27 | r6 | 2,4-Br2 | b30 | r6 | 4-Cl |
b25 | r64 | 4-iPr | b27 | r6 | 2,6-F2 | b30 | r6 | 4-Br |
b25 | r64 | 4-tBu | b27 | r6 | 2,6-Cl2 | b30 | r6 | 2,4-F2 |
b25 | r65 | - | b27 | r6 | 4-CF3 | b30 | r6 | 2,4-Cl2 |
b25 | r65 | 4-F | b27 | r6 | 4-OCF3 | b30 | r6 | 2,4-Br2 |
b25 | r65 | 4-Cl | b27 | r6 | 4-iPr | b30 | r6 | 2,6-F2 |
b25 | r65 | 4-Br | b27 | r6 | 4-tBu | b30 | r6 | 2,6-Cl2 |
b25 | r65 | 2,4-F2 | b28 | r6 | - | b30 | r6 | 4-CF3 |
b25 | r65 | 2,4-Cl2 | b28 | r6 | 4-F | b30 | r6 | 4-OCF3 |
b25 | r65 | 2,4-Br2 | b28 | r6 | 4-Cl | b30 | r6 | 4-iPr |
b25 | r65 | 2,6-F2 | b28 | r6 | 4-Br | b30 | r6 | 4-tBu |
b25 | r65 | 2,6-Cl2 | b28 | r6 | 2,4-F2 | b31 | r6 | - |
b25 | r65 | 4-CF3 | b28 | r6 | 2,4-Cl2 | b31 | r6 | 4-F |
b25 | r65 | 4-OCF3 | b28 | r6 | 2,4-Br2 | b31 | r6 | 4-Cl |
b25 | r65 | 4-iPr | b28 | r6 | 2,6-F2 | b31 | r6 | 4-Br |
b25 | r65 | 4-tBu | b28 | r6 | 2,6-Cl2 | b31 | r6 | 2,4-F2 |
b26 | r6 | - | b28 | r6 | 4-CF3 | b31 | r6 | 2,4-Cl2 |
b26 | r6 | 4-F | b28 | r6 | 4-OCF3 | b31 | r6 | 2,4-Br2 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b31 | r6 | 2,6-F2 | b34 | r6 | 4-Br | b36 | r6 | 4-tBu |
b31 | r6 | 2,6-Cl2 | b34 | r6 | 2,4-F2 | b37 | r6 | 4-F |
b31 | r6 | 4-CF3 | b34 | r6 | 2,4-Cl2 | b37 | r6 | 4-Cl |
b31 | r6 | 4-OCF3 | b34 | r6 | 2,4-Br2 | b37 | r6 | 4-Br |
b31 | r6 | 4-iPr | b34 | r6 | 2,6-F2 | b37 | r6 | 4-CF3 |
b31 | r6 | 4-tBu | b34 | r6 | 2,6-Cl2 | b37 | r6 | 4-OCF3 |
b32 | r6 | - | b34 | r6 | 4-CF3 | b37 | r6 | 4-tBu |
b32 | r6 | 4-F | b34 | r6 | 4-OCF3 | b38 | r6 | 4-F |
b32 | r6 | 4-Cl | b34 | r6 | 4-iPr | b38 | r6 | 4-Cl |
b32 | r6 | 4-Br | b34 | r6 | 4-tBu | b38 | r6 | 4-Br |
b32 | r6 | 2,4-F2 | b35 | r6 | - | b38 | r6 | 4-CF3 |
b32 | r6 | 2,4-Cl2 | b35 | r6 | 4-F | b38 | r6 | 4-OCF3 |
b32 | r6 | 2,4-Br2 | b35 | r6 | 4-Cl | b38 | r6 | 4-tBu |
b32 | r6 | 2,6-F2 | b35 | r6 | 4-Br | b39 | r6 | 4-F |
b32 | r6 | 2,6-Cl2 | b35 | r6 | 2,4-F2 | b39 | r6 | 4-Cl |
b32 | r6 | 4-CF3 | b35 | r6 | 2,4-Cl2 | b39 | r6 | 4-Br |
b32 | r6 | 4-OCF3 | b35 | r6 | 2,4-Br2 | b39 | r6 | 4-CF3 |
b32 | r6 | 4-iPr | b35 | r6 | 2,6-F2 | b39 | r6 | 4-OCF3 |
b32 | r6 | 4-tBu | b35 | r6 | 2,6-Cl2 | b39 | r6 | 4-tBu |
b33 | r6 | - | b35 | r6 | 4-CF3 | b40 | r6 | 4-F |
b33 | r6 | 4-F | b35 | r6 | 4-OCF3 | b40 | r6 | 4-Cl |
b33 | r6 | 4-Cl | b35 | r6 | 4-iPr | b40 | r6 | 4-Br |
b33 | r6 | 4-Br | b35 | r6 | 4-tBu | b40 | r6 | 4-CF3 |
b33 | r6 | 2,4-F2 | b36 | r6 | - | b40 | r6 | 4-OCF3 |
b33 | r6 | 2,4-Cl2 | b36 | r6 | 4-F | b40 | r6 | 4-tBu |
b33 | r6 | 2,4-Br2 | b36 | r6 | 4-Cl | b41 | r6 | 4-F |
b33 | r6 | 2,6-F2 | b36 | r6 | 4-Br | b41 | r6 | 4-Cl |
b33 | r6 | 2,6-Cl2 | b36 | r6 | 2,4-F2 | b41 | r6 | 4-Br |
b33 | r6 | 4-CF3 | b36 | r6 | 2,4-Cl2 | b41 | r6 | 4-CF3 |
b33 | r6 | 4-OCF3 | b36 | r6 | 2,4-Br2 | b41 | r6 | 4-OCF3 |
b33 | r6 | 4-iPr | b36 | r6 | 2,6-F2 | b41 | r6 | 4-tBu |
b33 | r6 | 4-tBu | b36 | r6 | 2,6-Cl2 | b42 | r6 | 4-F |
b34 | r6 | - | b36 | r6 | 4-CF3 | b42 | r6 | 4-Cl |
b34 | r6 | 4-F | b36 | r6 | 4-OCF3 | b42 | r6 | 4-Br |
b34 | r6 | 4-Cl | b36 | r6 | 4-iPr | b42 | r6 | 4-CF3 |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b42 | r6 | 4-OCF3 | b48 | r6 | 4-CF3 | b54 | r6 | 4-Br |
b42 | r6 | 4-tBu | b48 | r6 | 4-OCF3 | b54 | r6 | 4-CF3 |
b43 | r6 | 4-F | b48 | r6 | 4-tBu | b54 | r6 | 4-OCF3 |
b43 | r6 | 4-Cl | b49 | r6 | 4-F | b54 | r6 | 4-tBu |
b43 | r6 | 4-Br | b49 | r6 | 4-Cl | b55 | r6 | 4-F |
b43 | r6 | 4-CF3 | b49 | r6 | 4-Br | b55 | r6 | 4-Cl |
b43 | r6 | 4-OCF3 | b49 | r6 | 4-CF3 | b55 | r6 | 4-Br |
b43 | r6 | 4-tBu | b49 | r6 | 4-OCF3 | b55 | r6 | 4-CF3 |
b44 | r6 | 4-F | b49 | r6 | 4-tBu | b55 | r6 | 4-OCF3 |
b44 | r6 | 4-Cl | b50 | r6 | 4-F | b55 | r6 | 4-tBu |
b44 | r6 | 4-Br | b50 | r6 | 4-Cl | b56 | r6 | 4-F |
b44 | r6 | 4-CF3 | b50 | r6 | 4-Br | b56 | r6 | 4-Cl |
b44 | r6 | 4-OCF3 | b50 | r6 | 4-CF3 | b56 | r6 | 4-Br |
b44 | r6 | 4-tBu | b50 | r6 | 4-OCF3 | b56 | r6 | 4-CF3 |
b45 | r6 | 4-F | b50 | r6 | 4-tBu | b56 | r6 | 4-OCF3 |
b45 | r6 | 4-Cl | b51 | r6 | 4-F | b56 | r6 | 4-tBu |
b45 | r6 | 4-Br | b51 | r6 | 4-Cl | b57 | r6 | 4-F |
b45 | r6 | 4-CF3 | b51 | r6 | 4-Br | b57 | r6 | 4-Cl |
b45 | r6 | 4-OCF3 | b51 | r6 | 4-CF3 | b57 | r6 | 4-Br |
b45 | r6 | 4-tBu | b51 | r6 | 4-OCF3 | b57 | r6 | 4-CF3 |
b46 | r6 | 4-F | b51 | r6 | 4-tBu | b57 | r6 | 4-OCF3 |
b46 | r6 | 4-Cl | b52 | r6 | 4-F | b57 | r6 | 4-tBu |
b46 | r6 | 4-Br | b52 | r6 | 4-Cl | b61 | r6 | 4-F |
b46 | r6 | 4-CF3 | b52 | r6 | 4-Br | b61 | r6 | 4-Cl |
b46 | r6 | 4-OCF3 | b52 | r6 | 4-CF3 | b61 | r6 | 4-Br |
b46 | r6 | 4-tBu | b52 | r6 | 4-OCF3 | b61 | r6 | 4-CF3 |
b47 | r6 | 4-F | b52 | r6 | 4-tBu | b61 | r6 | 4-OCF3 |
b47 | r6 | 4-Cl | b53 | r6 | 4-F | b61 | r6 | 4-tBu |
b47 | r6 | 4-Br | b53 | r6 | 4-Cl | b71 | r6 | 4-F |
b47 | r6 | 4-CF3 | b53 | r6 | 4-Br | b71 | r6 | 4-Cl |
b47 | r6 | 4-OCF3 | b53 | r6 | 4-CF3 | b71 | r6 | 4-Br |
b47 | r6 | 4-tBu | b53 | r6 | 4-OCF3 | b71 | r6 | 4-CF3 |
b48 | r6 | 4-F | b53 | r6 | 4-tBu | b71 | r6 | 4-OCF3 |
b48 | r6 | 4-Cl | b54 | r6 | 4-F | b71 | r6 | 4-tBu |
b48 | r6 | 4-Br | b54 | r6 | 4-Cl | b1 | r4 | 4-F |
表1(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b1 | r4 | 4-Cl | b1 | r5 | 4-F | b1 | r5 | 4-tBu |
b1 | r4 | 4-Br | b1 | r5 | 4-Cl | b1 | r5 | 4-F |
b1 | r4 | 4-CF3 | b1 | r5 | 4-Br | b1 | r5 | 4-Cl |
b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 | b1 | r5 | 4-tBu |
b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 | b1 | r6 | 4-F |
b1 | r4 | 4-F | b1 | r5 | 4-tBu | b1 | r6 | 4-Cl |
b1 | r4 | 4-Cl | b1 | r5 | 4-F | b1 | r6 | 4-tBu |
b1 | r4 | 4-Br | b1 | r5 | 4-Cl | |||
b1 | r4 | 4-CF3 | b1 | r5 | 4-Br | |||
b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 | |||
b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 | |||
b1 | r4 | 4-F | b1 | r5 | 4-tBu | |||
b1 | r4 | 4-Cl | b1 | r5 | 4-F | |||
b1 | r4 | 4-Br | b1 | r5 | 4-Cl | |||
b1 | r4 | 4-CF3 | b1 | r5 | 4-Br | |||
b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 | |||
b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 | |||
b1 | r4 | 4-F | b1 | r5 | 4-tBu | |||
b1 | r4 | 4-Cl | b1 | r5 | 4-F | |||
b1 | r4 | 4-Br | b1 | r5 | 4-Cl | |||
b1 | r4 | 4-CF3 | b1 | r5 | 4-Br | |||
b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 | |||
b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 | |||
b1 | r5 | 4-F | b1 | r5 | 4-tBu | |||
b1 | r5 | 4-Cl | b1 | r5 | 4-F | |||
b1 | r5 | 4-Br | b1 | r5 | 4-Cl | |||
b1 | r5 | 4-CF3 | b1 | r5 | 4-Br | |||
b1 | r5 | 4-OCF3 | b1 | r5 | 4-CF3 | |||
b1 | r5 | 4-tBu | b1 | r5 | 4-OCF3 | |||
b1 | r5 | 4-F | b1 | r5 | 4-tBu | |||
b1 | r5 | 4-Cl | b1 | r5 | 4-F | |||
b1 | r5 | 4-Br | b1 | r5 | 4-Cl | |||
b1 | r5 | 4-CF3 | b1 | r5 | 4-Br | |||
b1 | r5 | 4-OCF3 | b1 | r5 | 4-CF3 | |||
b1 | r5 | 4-tBu | b1 | r5 | 4-OCF3 |
表1(续)
表2表2(续)表2(续)
B | R | Xn | B | R | Xn |
3-CF3-Ph | r6 | 4-F | 2-CF3-6-F-Ph | r6 | 4-OCF3 |
3-CF3-Ph | r6 | 4-Cl | 2-CF3-6-F-Ph | r6 | 4-tBu |
3-CF3-Ph | r6 | 4-Br | 2-NO2-Ph | r6 | 4-F |
3-CF3-Ph | r6 | 4-CF3 | 2-NO2-Ph | r6 | 4-Cl |
3-CF3-Ph | r6 | 4-OCF3 | 2-NO2-Ph | r6 | 4-Br |
3-CF3-Ph | r6 | 4-tBu | 2-NO2-Ph | r6 | 4-CF3 |
4-CF3-Ph | r6 | 4-F | 2-NO2-Ph | r6 | 4-OCF3 |
4-CF3-Ph | r6 | 4-Cl | 2-NO2-Ph | r6 | 4-tBu |
4-CF3-Ph | r6 | 4-Br | 2-CN-Ph | r6 | 4-F |
4-CF3-Ph | r6 | 4-CF3 | 2-CN-Ph | r6 | 4-Cl |
4-CF3-Ph | r6 | 4-OCF3 | 2-CN-Ph | r6 | 4-Br |
4-CF3-Ph | r6 | 4-tBu | 2-CN-Ph | r6 | 4-CF3 |
2-CF3-3-F-Ph | r6 | 4-F | 2-CN-Ph | r6 | 4-OCF3 |
2-CF3-3-F-Ph | r6 | 4-Cl | 2-CN-Ph | r6 | 4-tBu |
2-CF3-3-F-Ph | r6 | 4-Br | 2-Ph-Ph | r6 | 4-F |
2-CF3-3-F-Ph | r6 | 4-CF3 | 2-Ph-Ph | r6 | 4-Cl |
2-CF3-3-F-Ph | r6 | 4-OCF3 | 2-Ph-Ph | r6 | 4-Br |
2-CF3-3-F-Ph | r6 | 4-tBu | 2-Ph-Ph | r6 | 4-CF3 |
2-CF3-4-F-Ph | r6 | 4-F | 2-Ph-Ph | r6 | 4-OCF3 |
2-CF3-4-F-Ph | r6 | 4-Cl | 2-Ph-Ph | r6 | 4-tBu |
2-CF3-4-F-Ph | r6 | 4-Br | 2-OPh-Ph | r6 | 4-F |
2-CF3-4-F-Ph | r6 | 4-CF3 | 2-OPh-Ph | r6 | 4-Cl |
2-CF3-4-F-Ph | r6 | 4-OCF3 | 2-OPh-Ph | r6 | 4-Br |
2-CF3-4-F-Ph | r6 | 4-tBu | 2-OPh-Ph | r6 | 4-CF3 |
2-CF3-5-F-Ph | r6 | 4-F | 2-OPh-Ph | r6 | 4-OCF3 |
2-CF3-5-F-Ph | r6 | 4-Cl | 2-OPh-Ph | r6 | 4-tBu |
2-CF3-5-F-Ph | r6 | 4-Br | |||
2-CF3-5-F-Ph | r6 | 4-CF3 | |||
2-CF3-5-F-Ph | r6 | 4-OCF3 | |||
2-CF3-5-F-Ph | r6 | 4-tBu | |||
2-CF3-6-F-Ph | r6 | 4-F | |||
2-CF3-6-F-Ph | r6 | 4-Cl | |||
2-CF3-6-F-Ph | r6 | 4-Br | |||
2-CF3-6-F-Ph | r6 | 4-CF3 |
通过下表举例说明在上述式2-1直到2-58中所代表的全部化合物的B和R的组合。
B | R | B | R | B | R | B | R | B | R | B | R | R | R |
b1 | r6 | b18 | r6 | b35 | r6 | b52 | r6 | b25 | r23 | b26 | r4 | b29 | r2 |
b2 | r6 | b19 | r6 | b36 | r6 | b53 | r6 | b25 | r24 | b26 | r7 | b29 | r4 |
b3 | r6 | b20 | r6 | b37 | r6 | b54 | r6 | b25 | r25 | b26 | r8 | b29 | r7 |
b4 | r6 | b21 | r6 | b38 | r6 | b55 | r6 | b25 | r26 | b26 | r25 | b29 | r8 |
b5 | r6 | b22 | r6 | b39 | r6 | b56 | r6 | b25 | r27 | b26 | r26 | b29 | r25 |
b6 | r6 | b23 | r6 | b40 | r6 | b57 | r6 | b25 | r30 | b26 | r32 | b29 | r26 |
b7 | r6 | b24 | r6 | b41 | r6 | b25 | r1 | b25 | r37 | b26 | r35 | b29 | r32 |
b8 | r6 | b25 | r6 | b42 | r6 | b25 | r2 | b25 | r43 | b27 | r1 | b29 | r35 |
b9 | r6 | b26 | r6 | b43 | r6 | b25 | r3 | b25 | r45 | b27 | r2 | b30 | r1 |
b10 | r6 | b27 | r6 | b44 | r6 | b25 | r4 | b25 | r47 | b27 | r4 | b30 | r2 |
b11 | r6 | b28 | r6 | b45 | r6 | b25 | r5 | b25 | r49 | b27 | r7 | b30 | r4 |
b12 | r6 | b29 | r6 | b46 | r6 | b25 | r7 | b25 | r51 | b27 | r8 | b30 | r7 |
b13 | r6 | b30 | r6 | b47 | r6 | b25 | r8 | b25 | r53 | b27 | r25 | b30 | r8 |
b14 | r6 | b31 | r6 | b48 | r6 | b25 | r11 | b25 | r57 | b27 | r26 | b30 | r25 |
b15 | r6 | b32 | r6 | b49 | r6 | b25 | r16 | b25 | r59 | b27 | r32 | b30 | r26 |
b16 | r6 | b33 | r6 | b50 | r6 | b25 | r19 | b26 | r1 | b27 | r35 | b30 | r32 |
b17 | r6 | b34 | r6 | b51 | r6 | b25 | r22 | b26 | r2 | b29 | r1 | b30 | r35 |
表3
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r1 | - | b25 | r3 | 4-Br | b25 | r5 | 2,4-Br2 |
b25 | r1 | 4-F | b25 | r3 | 2,4-F2 | b25 | r5 | 2,6-F2 |
b25 | r1 | 4-Cl | b25 | r3 | 2,4-Cl2 | b25 | r5 | 2,6-Cl2 |
b25 | r1 | 4-Br | b25 | r3 | 2,4-Br2 | b25 | r5 | 4-CF3 |
b25 | r1 | 2,4-F2 | b25 | r3 | 2,6-F2 | b25 | r5 | 4-OCF3 |
b25 | r1 | 2,4-Cl2 | b25 | r3 | 2,6-Cl2 | b25 | r5 | 4-iPr |
b25 | r1 | 2,4-Br2 | b25 | r3 | 4-CF3 | b25 | r5 | 4-tBu |
b25 | r1 | 2,6-F2 | b25 | r3 | 4-OCF3 | b25 | r6 | - |
b25 | r1 | 2,6-Cl2 | b25 | r3 | 4-iPr | b25 | r6 | 4-F |
b25 | r1 | 4-CF3 | b25 | r3 | 4-tBu | b25 | r6 | 4-Cl |
b25 | r1 | 4-OCF3 | b25 | r4 | - | b25 | r6 | 4-Br |
b25 | r1 | 4-iPr | b25 | r4 | 4-F | b25 | r6 | 2,4-F2 |
b25 | r1 | 4-tBu | b25 | r4 | 4-Cl | b25 | r6 | 2,4-Cl2 |
b25 | r2 | - | b25 | r4 | 4-Br | b25 | r6 | 2,4-Br2 |
b25 | r2 | 4-F | b25 | r4 | 2,4-F2 | b25 | r6 | 2,6-F2 |
b25 | r2 | 4-Cl | b25 | r4 | 2,4-Cl2 | b25 | r6 | 2,6-Cl2 |
b25 | r2 | 4-Br | b25 | r4 | 2,4-Br2 | b25 | r6 | 4-CF3 |
b25 | r2 | 2,4-F2 | b25 | r4 | 2,6-F2 | b25 | r6 | 4-OCF3 |
b25 | r2 | 2,4-Cl2 | b25 | r4 | 2,6-Cl2 | b25 | r6 | 4-iPr |
b25 | r2 | 2,4-Br2 | b25 | r4 | 4-CF3 | b25 | r6 | 4-tBu |
b25 | r2 | 2,6-F2 | b25 | r4 | 4-OCF3 | b25 | r6 | 4-NO2 |
b25 | r2 | 2,6-Cl2 | b25 | r4 | 4-iPr | b25 | r6 | 4-CN |
b25 | r2 | 4-CF3 | b25 | r4 | 4-tBu | b25 | r6 | 4-I |
b25 | r2 | 4-OCF3 | b25 | r5 | - | b25 | r6 | 4-Me |
b25 | r2 | 4-iPr | b25 | r5 | 4-F | b25 | r6 | 4-Et |
b25 | r2 | 4-tBu | b25 | r5 | 4-Cl | b25 | r6 | 4-nPr |
b25 | r3 | - | b25 | r5 | 4-Br | b25 | r6 | 4-nBu |
b25 | r3 | 4-F | b25 | r5 | 2,4-F2 | b25 | r6 | 4-nPen |
b25 | r3 | 4-Cl | b25 | r5 | 2,4-Cl2 | b25 | r6 | 4-nHex |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r6 | 4-cPr | b25 | r6 | 4-CH2-(4-OCF3-Ph) | b25 | r7 | 2,4-F2 |
b25 | r6 | 4-cPen | b25 | r6 | 4-OCH2Ph | b25 | r7 | 2,4-Cl2 |
b25 | r6 | 4-cHex | b25 | r6 | 4-OCH2-(4-Me-Ph) | b25 | r7 | 2,4-Br2 |
b25 | r6 | 4-CH2CF3 | b25 | r6 | 4-OCH2-(4-F-Ph) | b25 | r7 | 2,6-F2 |
b25 | r6 | 4-OMe | b25 | r6 | 4-OCH2-(4-Cl-Ph) | b25 | r7 | 2,6-Cl2 |
b25 | r6 | 4-OEt | b25 | r6 | 4-OCH2-(4-CF3-Ph) | b25 | r7 | 4-CF3 |
b25 | r6 | 4-OiPr | b25 | r6 | 4-Ph | b25 | r7 | 4-OCF3 |
b25 | r6 | 4-OtBu | b25 | r6 | 4-(4-NO2-Ph) | b25 | r7 | 4-iPr |
b25 | r6 | 4-OnHex | b25 | r6 | 4-(4-CN-Ph) | b25 | r7 | 4-tBu |
b25 | r6 | 4-OCH2CF3 | b25 | r6 | 4-(4-F-Ph) | b25 | r8 | - |
b25 | r6 | 4-SMe | b25 | r6 | 4-(4-Cl-Ph) | b25 | r8 | 4-F |
b25 | r6 | 4-Set | b25 | r6 | 4-(4-Me-Ph) | b25 | r8 | 4-Cl |
b25 | r6 | 4-SiPr | b25 | r6 | 4-(4-CF3-Ph) | b25 | r8 | 4-Br |
b25 | r6 | 4-StBu- | b25 | r6 | 4-(4-OMe-Ph) | b25 | r8 | 2,4-F2 |
b25 | r6 | 4-NHMe | b25 | r6 | 4-(4-OCF3-Ph) | b25 | r8 | 2,4-Cl2 |
b25 | r6 | 4-NHEt | b25 | r6 | 4-OPh | b25 | r8 | 2,4-Br2 |
b25 | r6 | 4-NHnHex | b25 | r6 | 4-O-(4-NO2-Ph) | b25 | r8 | 2,6-F2 |
b25 | r6 | 4-NMe2 | b25 | r6 | 4-O-(4-CN-Ph) | b25 | r8 | 2,6-Cl2 |
b25 | r6 | 4-NEt2 | b25 | r6 | 4-O-(4-F-Ph) | b25 | r8 | 4-CF3 |
b25 | r6 | 4-N(nHex)2 | b25 | r6 | 4-O-(4-Cl-Ph) | b25 | r8 | 4-OCF3 |
b25 | r6 | 4-SiMe3 | b25 | r6 | 4-O-(4-Me-Ph) | b25 | r8 | 4-iPr |
b25 | r6 | 4-CH2OMe | b25 | r6 | 4-O-(4-CF3-Ph) | b25 | r8 | 4-tBu |
b25 | r6 | 4-CH2OEt | b25 | r6 | 4-O-(4-OMe-Ph) | b25 | r9 | - |
b25 | r6 | 4-CH2OnHex | b25 | r6 | 4-O-(4-OCF3-Ph) | b25 | r9 | 4-F |
b25 | r6 | 4-CH2SMe | b25 | r6 | 2-F | b25 | r9 | 4-Cl |
b25 | r6 | 4-COMe | b25 | r6 | 2-Cl | b25 | r9 | 4-Br |
b25 | r6 | 4-CO2Me | b25 | r6 | 3-F | b25 | r9 | 2,4-F2 |
b25 | r6 | 4-CO2Et | b25 | r6 | 3-Cl | b25 | r9 | 2,4-Cl2 |
b25 | r6 | 4-CO2tBu | b25 | r6 | 2,3,4-F3 | b25 | r9 | 2,4-Br2 |
b25 | r6 | 4-CO2nHex | b25 | r6 | 2,3,4,6-F4 | b25 | r9 | 2,6-F2 |
b25 | r6 | 4-CH2Ph | b25 | r6 | 2,3,4,5,6-F5 | b25 | r9 | 2,6-Cl2 |
b25 | r6 | 4-CH2-(4-Me-Ph) | b25 | r7 | - | b25 | r9 | 4-CF3 |
b25 | r6 | 4-CH2-(4-F-Ph) | b25 | r7 | 4-F | b25 | r9 | 4-OCF3 |
b25 | r6 | 4-CH2-(4-Cl-Ph) | b25 | r7 | 4-Cl | b25 | r9 | 4-iPr |
b25 | r6 | 4-CH2-(4-CF3-Ph) | b25 | r7 | 4-Br | b25 | r9 | 4-tBu |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r10 | - | b25 | r12 | 4-CF3 | b25 | r15 | 2,4-Cl2 |
b25 | r10 | 4-F | b25 | r12 | 4-OCF3 | b25 | r15 | 2,4-Br2 |
b25 | r10 | 4-Cl | b25 | r12 | 4-iPr | b25 | r15 | 2,6-F2 |
b25 | r10 | 4-Br | b25 | r12 | 4-tBu | b25 | r15 | 2,6-Cl2 |
b25 | r10 | 2,4-F2 | b25 | r13 | - | b25 | r15 | 4-CF3 |
b25 | r10 | 2,4-Cl2 | b25 | r13 | 4-F | b25 | r15 | 4-OCF3 |
b25 | r10 | 2,4-Br2 | b25 | r13 | 4-Cl | b25 | r15 | 4-iPr |
b25 | r10 | 2,6-F2 | b25 | r13 | 4-Br | b25 | r15 | 4-tBu |
b25 | r10 | 2,6-Cl2 | b25 | r13 | 2,4-F2 | b25 | r16 | - |
b25 | r10 | 4-CF3 | b25 | r13 | 2,4-Cl2 | b25 | r16 | 4-F |
b25 | r10 | 4-OCF3 | b25 | r13 | 2,4-Br2 | b25 | r16 | 4-Cl |
b25 | r10 | 4-iPr | b25 | r13 | 2,6-F2 | b25 | r16 | 4-Br |
b25 | r10 | 4-tBu | b25 | r13 | 2,6-Cl2 | b25 | r16 | 2,4-F2 |
b25 | r11 | - | b25 | r13 | 4-CF3 | b25 | r16 | 2,4-Cl2 |
b25 | r11 | 4-F | b25 | r13 | 4-OCF3 | b25 | r16 | 2,4-Br2 |
b25 | r11 | 4-Cl | b25 | r13 | 4-iPr | b25 | r16 | 2,6-F2 |
b25 | r11 | 4-Br | b25 | r13 | 4-tBu | b25 | r16 | 2,6-Cl2 |
b25 | r11 | 2,4-F2 | b25 | r14 | - | b25 | r16 | 4-CF3 |
b25 | r11 | 2,4-Cl2 | b25 | r14 | 4-F | b25 | r16 | 4-OCF3 |
b25 | r11 | 2,4-Br2 | b25 | r14 | 4-Cl | b25 | r16 | 4-iPr |
b25 | r11 | 2,6-F2 | b25 | r14 | 4-Br | b25 | r16 | 4-tBu |
b25 | r11 | 2,6-Cl2 | b25 | r14 | 2,4-F2 | b25 | r17 | - |
b25 | r11 | 4-CF3 | b25 | r14 | 2,4-Cl2 | b25 | r17 | 4-F |
b25 | r11 | 4-OCF3 | b25 | r14 | 2,4-Br2 | b25 | r17 | 4-Cl |
b25 | r11 | 4-iPr | b25 | r14 | 2,6-F2 | b25 | r17 | 4-Br |
b25 | r11 | 4-tBu | b25 | r14 | 2,6-Cl2 | b25 | r17 | 2,4-F2 |
b25 | r12 | - | b25 | r14 | 4-CF3 | b25 | r17 | 2,4-Cl2 |
b25 | r12 | 4-F | b25 | r14 | 4-OCF3 | b25 | r17 | 2,4-Br2 |
b25 | r12 | 4-Cl | b25 | r14 | 4-iPr | b25 | r17 | 2,6-F2 |
b25 | r12 | 4-Br | b25 | r14 | 4-tBu | b25 | r17 | 2,6-Cl2 |
b25 | r12 | 2,4-F2 | b25 | r15 | - | b25 | r17 | 4-CF3 |
b25 | r12 | 2,4-Cl2 | b25 | r15 | 4-F | b25 | r17 | 4-OCF3 |
b25 | r12 | 2,4-Br2 | b25 | r15 | 4-Cl | b25 | r17 | 4-iPr |
b25 | r12 | 2,6-F2 | b25 | r15 | 4-Br | b25 | r17 | 4-tBu |
b25 | r12 | 2,6-Cl2 | b25 | r15 | 2,4-F2 | b25 | r18 | - |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r18 | 4-F | b25 | r20 | 4-OCF3 | b25 | r22 | 4-nBu |
b25 | r18 | 4-Cl | b25 | r20 | 4-iPr | b25 | r22 | 4-nPen |
b25 | r18 | 4-Br | b25 | r20 | 4-tBu | b25 | r22 | 4-nHex |
b25 | r18 | 2,4-F2 | b25 | r21 | - | b25 | r22 | 4-cPr |
b25 | r18 | 2,4-Cl2 | b25 | r21 | 4-F | b25 | r22 | 4-cPen |
b25 | r18 | 2,4-Br2 | b25 | r21 | 4-Cl | b25 | r22 | 4-cHex |
b25 | r18 | 2,6-F2 | b25 | r21 | 4-Br | b25 | r22 | 4-CH2CF3 |
b25 | r18 | 2,6-Cl2 | b25 | r21 | 2,4-F2 | b25 | r22 | 4-OMe |
b25 | r18 | 4-CF3 | b25 | r21 | 2,4-Cl2 | b25 | r22 | 4-OEt |
b25 | r18 | 4-OCF3 | b25 | r21 | 2,4-Br2 | b25 | r22 | 4-OiPr |
b25 | r18 | 4-iPr | b25 | r21 | 2,6-F2 | b25 | r22 | 4-OtBu |
b25 | r18 | 4-tBu | b25 | r21 | 2,6-Cl2 | b25 | r22 | 4-OnHex |
b25 | r19 | - | b25 | r21 | 4-CF3 | b25 | r22 | 4-OCH2CF3 |
b25 | r19 | 4-F | b25 | r21 | 4-OCF3 | b25 | r22 | 4-SMe |
b25 | r19 | 4-Cl | b25 | r21 | 4-iPr | b25 | r22 | 4-SEt |
b25 | r19 | 4-Br | b25 | r21 | 4-tBu | b25 | r22 | 4-SiPr |
b25 | r19 | 2,4-F2 | b25 | r22 | - | b25 | r22 | 4-StBu- |
b25 | r19 | 2,4-Cl2 | b25 | r22 | 4-F | b25 | r22 | 4-NHMe |
b25 | r19 | 2,4-Br2 | b25 | r22 | 4-Cl | b25 | r22 | 4-NHEt |
b25 | r19 | 2,6-F2 | b25 | r22 | 4-Br | b25 | r22 | 4-NHnHex |
b25 | r19 | 2,6-Cl2 | b25 | r22 | 2,4-F2 | b25 | r22 | 4-NMe2 |
b25 | r19 | 4-CF3 | b25 | r22 | 2,4-Cl2 | b25 | r22 | 4-NEt2 |
b25 | r19 | 4-OCF3 | b25 | r22 | 2,4-Br2 | b25 | r22 | 4-N(nHex)2 |
b25 | r19 | 4-iPr | b25 | r22 | 2,6-F2 | b25 | r22 | 4-SiMe3 |
b25 | r19 | 4-tBu | b25 | r22 | 2,6-Cl2 | b25 | r22 | 4-CH2OMe |
b25 | r20 | - | b25 | r22 | 4-CF3 | b25 | r22 | 4-CH2OEt |
b25 | r20 | 4-F | b25 | r22 | 4-OCF3 | b25 | r22 | 4-CH2OnHex |
b25 | r20 | 4-Cl | b25 | r22 | 4-iPr | b25 | r22 | 4-CH2SMe |
b25 | r20 | 4-Br | b25 | r22 | 4-tBu | b25 | r22 | 4-COMe |
b25 | r20 | 2,4-F2 | b25 | r22 | 4-NO2 | b25 | r22 | 4-CO2Me |
b25 | r20 | 2,4-Cl2 | b25 | r22 | 4-CN | b25 | r22 | 4-CO2Et |
b25 | r20 | 2,4-Br2 | b25 | r22 | 4-I | b25 | r22 | 4-CO2tBu |
b25 | r20 | 2,6-F2 | b25 | r22 | 4-Me | b25 | r22 | 4-CO2nHex |
b25 | r20 | 2,6-Cl2 | b25 | r22 | 4-Et | b25 | r22 | 4-CH2Ph |
b25 | r20 | 4-CF3 | b25 | r22 | 4-nPr | b25 | r22 | 4-CH2-(4-Me-Ph) |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r22 | 4-CH2-(4-F-Ph) | b25 | r23 | 4-F | b25 | r23 | 2-F |
b25 | r22 | 4-CH2-(4-Cl-Ph) | b25 | r23 | 4-Cl | b25 | r23 | 2-Cl |
b25 | r22 | 4-CH2-(4-CF3-Ph) | b25 | r23 | 4-Br | b25 | r23 | 3-F |
b25 | r22 | 4-CH2-(4-OCF3-Ph) | b25 | r23 | 2,4-F2 | b25 | r23 | 3-Cl |
b25 | r22 | 4-OCH2Ph | b25 | r23 | 2,4-Cl2 | b25 | r23 | 2,3,4-F3 |
b25 | r22 | 4-OCH2-(4-Me-Ph) | b25 | r23 | 2,4-Br2 | b25 | r23 | 2,3,4,6-F4 |
b25 | r22 | 4-OCH2-(4-F-Ph) | b25 | r23 | 2,6-F2 | b25 | r23 | 2,3,4,5,6-F |
b25 | r22 | 4-OCH2-(4-Cl-Ph) | b25 | r23 | 2,6-Cl2 | b25 | r24 | - |
b25 | r22 | 4-OCH2-(4-CF3-Ph) | b25 | r23 | 4-CF3 | b25 | r24 | 4-F |
b25 | r22 | 4-Ph | b25 | r23 | 4-OCF3 | b25 | r24 | 4-Cl |
b25 | r22 | 4-(4-NO2-Ph) | b25 | r23 | 4-iPr | b25 | r24 | 4-Br |
b25 | r22 | 4-(4-CN-Ph) | b25 | r23 | 4-tBu | b25 | r24 | 2,4-F2 |
b25 | r22 | 4-(4-F-Ph) | b25 | r23 | 4-NO2 | b25 | r24 | 2,4-Cl2 |
b25 | r22 | 4-(4-Cl-Ph) | b25 | r23 | 4-CN | b25 | r24 | 2,4-Br2 |
b25 | r22 | 4-(4-Me-Ph) | b25 | r23 | 4-I | b25 | r24 | 2,6-F2 |
b25 | r22 | 4-(4-CF3-Ph) | b25 | r23 | 4-Me | b25 | r24 | 2,6-Cl2 |
b25 | r22 | 4-(4-OMe-Ph) | b25 | r23 | 4-Et | b25 | r24 | 4-CF3 |
b25 | r22 | 4-(4-OCF3-Ph) | b25 | r23 | 4-nPr | b25 | r24 | 4-OCF3 |
b25 | r22 | 4-OPh | b25 | r23 | 4-nBu | b25 | r24 | 4-iPr |
b25 | r22 | 4-O-(4-NO2-Ph) | b25 | r23 | 4-nPen | b25 | r24 | 4-tBu |
b25 | r22 | 4-O-(4-CN-Ph) | b25 | r23 | 4-nHex | b25 | r24 | 4-NO2 |
b25 | r22 | 4-O-(4-F-Ph) | b25 | r23 | 4-cPr | b25 | r24 | 4-CN |
b25 | r22 | 4-O-(4-Cl-Ph) | b25 | r23 | 4-cPen | b25 | r24 | 4-I |
b25 | r22 | 4-O-(4-Me-Ph) | b25 | r23 | 4-cHex | b25 | r24 | 4-Me |
b25 | r22 | 4-O-(4-CF3-Ph) | b25 | r23 | 4-CH2CF3 | b25 | r24 | 4-Et |
b25 | r22 | 4-O-(4-OMe-Ph) | b25 | r23 | 4-OMe | b25 | r24 | 4-nPr |
b25 | r22 | 4-O-(4-OCF3-Ph) | b25 | r23 | 4-OEt | b25 | r24 | 4-nBu |
b25 | r22 | 2-F | b25 | r23 | 4-OiPr | b25 | r24 | 4-nPen |
b25 | r22 | 2-Cl | b25 | r23 | 4-OtBu | b25 | r24 | 4-nHex |
b25 | r22 | 3-F | b25 | r23 | 4-OnHex | b25 | r24 | 4-cPr |
b25 | r22 | 3-Cl | b25 | r23 | 4-OCH2CF3 | b25 | r24 | 4-cPen |
b25 | r22 | 2,3,4-F3 | b25 | r23 | 4-SMe | b25 | r24 | 4-cHex |
b25 | r22 | 2,3,4,6-F4 | b25 | r23 | 4-SEt | b25 | r24 | 4-CH2CF3 |
b25 | r22 | 2,3,4,5,6-F5 | b25 | r23 | 4-SiPr | b25 | r24 | 4-OMe |
b25 | r23 | - | b25 | r23 | 4-StBu- | b25 | r24 | 4-OEt |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r24 | 4-OiPr | b25 | r25 | 4-nPen | b25 | r26 | 4-tBu |
b25 | r24 | 4-OtBu | b25 | r25 | 4-nHex | b25 | r27 | - |
b25 | r24 | 4-OnHex | b25 | r25 | 4-cPr | b25 | r27 | 4-F |
b25 | r24 | 4-OCH2CF3 | b25 | r25 | 4-cPen | b25 | r27 | 4-Cl |
b25 | r24 | 4-SMe | b25 | r25 | 4-cHex | b25 | r27 | 4-Br |
b25 | r24 | 4-SEt | b25 | r25 | 4-CH2CF3 | b25 | r27 | 2,4-F2 |
b25 | r24 | 4-SiPr | b25 | r25 | 4-OMe | b25 | r27 | 2,4-Cl2 |
b25 | r24 | 4-StBu- | b25 | r25 | 4-OEt | b25 | r27 | 2,4-Br2 |
b25 | r24 | 2-F | b25 | r25 | 4-OiPr | b25 | r27 | 2,6-F2 |
b25 | r24 | 2-Cl | b25 | r25 | 4-OtBu | b25 | r27 | 2,6-Cl2 |
b25 | r24 | 3-F | b25 | r25 | 4-OnHex | b25 | r27 | 4-CF3 |
b25 | r24 | 3-Cl | b25 | r25 | 4-OCH2CF3 | b25 | r27 | 4-OCF3 |
b25 | r24 | 2,3,4-F3 | b25 | r25 | 4-SMe | b25 | r27 | 4-iPr |
b25 | r24 | 2,3,4,6-F4 | b25 | r25 | 4-SEt | b25 | r27 | 4-tBu |
b25 | r24 | 2,3,4,5,6-F5 | b25 | r25 | 4-SiPr | b25 | r28 | - |
b25 | r25 | - | b25 | r25 | 4-StBu- | b25 | r28 | 4-F |
b25 | r25 | 4-F | b25 | r25 | 2-F | b25 | r28 | 4-Cl |
b25 | r25 | 4-Cl | b25 | r25 | 2-Cl | b25 | r28 | 4-Br |
b25 | r25 | 4-Br | b25 | r25 | 3-F | b25 | r28 | 2,4-F2 |
b25 | r25 | 2,4-F2 | b25 | r25 | 3-Cl | b25 | r28 | 2,4-Cl2 |
b25 | r25 | 2,4-Cl2 | b25 | r25 | 2,3,4-F3 | b25 | r28 | 2,4-Br2 |
b25 | r25 | 2,4-Br2 | b25 | r25 | 2,3,4,6-F4 | b25 | r28 | 2,6-F2 |
b25 | r25 | 2,6-F2 | b25 | r25 | 2,3,4,5,6-F5 | b25 | r28 | 2,6-Cl2 |
b25 | r25 | 2,6-Cl2 | b25 | r26 | - | b25 | r28 | 4-CF3 |
b25 | r25 | 4-CF3 | b25 | r26 | 4-F | b25 | r28 | 4-OCF3 |
b25 | r25 | 4-OCF3 | b25 | r26 | 4-Cl | b25 | r28 | 4-iPr |
b25 | r25 | 4-iPr | b25 | r26 | 4-Br | b25 | r28 | 4-tBu |
b25 | r25 | 4-tBu | b25 | r26 | 2,4-F2 | b25 | r29 | - |
b25 | r25 | 4-NO2 | b25 | r26 | 2,4-Cl2 | b25 | r29 | 4-F |
b25 | r25 | 4-CN | b25 | r26 | 2,4-Br2 | b25 | r29 | 4-Cl |
b25 | r25 | 4-I | b25 | r26 | 2,6-F2 | b25 | r29 | 4-Br |
b25 | r25 | 4-Me | b25 | r26 | 2,6-Cl2 | b25 | r29 | 2,4-F2 |
b25 | r25 | 4-Et | b25 | r26 | 4-CF3 | b25 | r29 | 2,4-Cl2 |
b25 | r25 | 4-nPr | b25 | r26 | 4-OCF3 | b25 | r29 | 2,4-Br2 |
b25 | r25 | 4-nBu | b25 | r26 | 4-iPr | b25 | r29 | 2,6-F2 |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r29 | 2,6-Cl2 | b25 | r32 | 2,4-F2 | b25 | r35 | - |
b25 | r29 | 4-CF3 | b25 | r32 | 2,4-Cl2 | b25 | r35 | 4-F |
b25 | r29 | 4-OCF3 | b25 | r32 | 2,4-Br2 | b25 | r35 | 4-Cl |
b25 | r29 | 4-iPr | b25 | r32 | 2,6-F2 | b25 | r35 | 4-Br |
b25 | r29 | 4-tBu | b25 | r32 | 2,6-Cl2 | b25 | r35 | 2,4-F2 |
b25 | r30 | - | b25 | r32 | 4-CF3 | b25 | r35 | 2,4-Cl2 |
b25 | r30 | 4-F | b25 | r32 | 4-OCF3 | b25 | r35 | 2,4-Br2 |
b25 | r30 | 4-Cl | b25 | r32 | 4-iPr | b25 | r35 | 2,6-F2 |
b25 | r30 | 4-Br | b25 | r32 | 4-tBu | b25 | r35 | 2,6-Cl2 |
b25 | r30 | 2,4-F2 | b25 | r33 | - | b25 | r35 | 4-CF3 |
b25 | r30 | 2,4-Cl2 | b25 | r33 | 4-F | b25 | r35 | 4-OCF3 |
b25 | r30 | 2,4-Br2 | b25 | r33 | 4-Cl | b25 | r35 | 4-iPr |
b25 | r30 | 2,6-F2 | b25 | r33 | 4-Br | b25 | r35 | 4-tBu |
b25 | r30 | 2,6-Cl2 | b25 | r33 | 2,4-F2 | b25 | r36 | - |
b25 | r30 | 4-CF3 | b25 | r33 | 2,4-Cl2 | b25 | r36 | 4-F |
b25 | r30 | 4-OCF3 | b25 | r33 | 2,4-Br2 | b25 | r36 | 4-Cl |
b25 | r30 | 4-iPr | b25 | r33 | 2,6-F2 | b25 | r36 | 4-Br |
b25 | r30 | 4-tBu | b25 | r33 | 2,6-Cl2 | b25 | r36 | 2,4-F2 |
b25 | r31 | - | b25 | r33 | 4-CF3 | b25 | r36 | 2,4-Cl2 |
b25 | r31 | 4-F | b25 | r33 | 4-OCF3 | b25 | r36 | 2,4-Br2 |
b25 | r31 | 4-Cl | b25 | r33 | 4-iPr | b25 | r36 | 2,6-F2 |
b25 | r31 | 4-Br | b25 | r33 | 4-tBu | b25 | r36 | 2,6-Cl2 |
b25 | r31 | 2,4-F2 | b25 | r34 | - | b25 | r36 | 4-CF3 |
b25 | r31 | 2,4-Cl2 | b25 | r34 | 4-F | b25 | r36 | 4-OCF3 |
b25 | r31 | 2,4-Br2 | b25 | r34 | 4-Cl | b25 | r36 | 4-iPr |
b25 | r31 | 2,6-F2 | b25 | r34 | 4-Br | b25 | r36 | 4-tBu |
b25 | r31 | 2,6-Cl2 | b25 | r34 | 2,4-F2 | b25 | r37 | - |
b25 | r31 | 4-CF3 | b25 | r34 | 2,4-Cl2 | b25 | r37 | 4-F |
b25 | r31 | 4-OCF3 | b25 | r34 | 2,4-Br2 | b25 | r37 | 4-Cl |
b25 | r31 | 4-iPr | b25 | r34 | 2,6-F2 | b25 | r37 | 4-Br |
b25 | r31 | 4-tBu | b25 | r34 | 2,6-Cl2 | b25 | r37 | 2,4-F2 |
b25 | r32 | - | b25 | r34 | 4-CF3 | b25 | r37 | 2,4-Cl2 |
b25 | r32 | 4-F | b25 | r34 | 4-OCF3 | b25 | r37 | 2,4-Br2 |
b25 | r32 | 4-Cl | b25 | r34 | 4-iPr | b25 | r37 | 2,6-F2 |
b25 | r32 | 4-Br | b25 | r34 | 4-tBu | b25 | r37 | 2,6-Cl2 |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r37 | 4-CF3 | b25 | r39 | 2,4-Cl2 | b25 | r42 | 4-F |
b25 | r37 | 4-OCF3 | b25 | r39 | 2,4-Br2 | b25 | r42 | 4-Cl |
b25 | r37 | 4-iPr | b25 | r39 | 2,6-F2 | b25 | r42 | 4-Br |
b25 | r37 | 4-tBu | b25 | r39 | 2,6-Cl2 | b25 | r42 | 2,4-F2 |
b25 | r38 | - | b25 | r39 | 4-CF3 | b25 | r42 | 2,4-Cl2 |
b25 | r38 | 4-F | b25 | r39 | 4-OCF3 | b25 | r42 | 2,4-Br2 |
b25 | r38 | 4-Cl | b25 | r39 | 4-iPr | b25 | r42 | 2,6-F2 |
b25 | r38 | 4-Br | b25 | r39 | 4-tBu | b25 | r42 | 2,6-Cl2 |
b25 | r38 | 2,4-F2 | b25 | r40 | - | b25 | r42 | 4-CF3 |
b25 | r38 | 2,4-Cl2 | b25 | r40 | 4-F | b25 | r42 | 4-OCF3 |
b25 | r38 | 2,4-Br2 | b25 | r40 | 4-Cl | b25 | r42 | 4-iPr |
b25 | r38 | 2,6-F2 | b25 | r40 | 4-Br | b25 | r42 | 4-tBu |
b25 | r38 | 2,6-Cl2 | b25 | r40 | 2,4-F2 | b25 | r43 | - |
b25 | r38 | 4-CF3 | b25 | r40 | 2,4-Cl2 | b25 | r43 | 4-F |
b25 | r38 | 4-OCF3 | b25 | r40 | 2,4-Br2 | b25 | r43 | 4-Cl |
b25 | r38 | 4-iPr | b25 | r40 | 2,6-F2 | b25 | r43 | 4-Br |
b25 | r38 | 4-tBu | b25 | r40 | 2,6-Cl2 | b25 | r43 | 2,4-F2 |
b25 | r38 | - | b25 | r40 | 4-CF3 | b25 | r43 | 2,4-Cl2 |
b25 | r38 | 4-F | b25 | r40 | 4-OCF3 | b25 | r43 | 2,6-F2 |
b25 | r38 | 4-Cl | b25 | r40 | 4-iPr | b25 | r43 | 2,6-Cl2 |
b25 | r38 | 4-Br | b25 | r40 | 4-tBu | b25 | r43 | 4-CF3 |
b25 | r38 | 2,4-F2 | b25 | r41 | - | b25 | r43 | 4-OCF3 |
b25 | r38 | 2,4-Cl2 | b25 | r41 | 4-F | b25 | r43 | 4-iPr |
b25 | r38 | 2,4-Br2 | b25 | r41 | 4-Cl | b25 | r43 | 4-tBu |
b25 | r38 | 2,6-F2 | b25 | r41 | 4-Br | b25 | r44 | - |
b25 | r38 | 2,6-Cl2 | b25 | r41 | 2,4-F2 | b25 | r44 | 4-F |
b25 | r38 | 4-CF3 | b25 | r41 | 2,4-Cl2 | b25 | r44 | 4-Cl |
b25 | r38 | 4-OCF3 | b25 | r41 | 2,4-Br2 | b25 | r44 | 4-Br |
b25 | r38 | 4-iPr | b25 | r41 | 2,6-F2 | b25 | r44 | 2,4-F2 |
b25 | r38 | 4-tBu | b25 | r41 | 2,6-Cl2 | b25 | r44 | 2,4-Cl2 |
b25 | r39 | - | b25 | r41 | 4-CF3 | b25 | r44 | 2,4-Br2 |
b25 | r39 | 4-F | b25 | r41 | 4-OCF3 | b25 | r44 | 2,6-F2 |
b25 | r39 | 4-Cl | b25 | r41 | 4-iPr | b25 | r44 | 2,6-Cl2 |
b25 | r39 | 4-Br | b25 | r41 | 4-tBu | b25 | r44 | 4-CF3 |
b25 | r39 | 2,4-F2 | b25 | r42 | - | b25 | r44 | 4-OCF3 |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r44 | 4-iPr | b25 | r47 | 2,6-Cl2 | b25 | r50 | 2,4-F2 |
b25 | r44 | 4-tBu | b25 | r47 | 4-CF3 | b25 | r50 | 2,4-Cl2 |
b25 | r45 | - | b25 | r47 | 4-OCF3 | b25 | r50 | 2,4-Br2 |
b25 | r45 | 4-F | b25 | r47 | 4-iPr | b25 | r50 | 2,6-F2 |
b25 | r45 | 4-Cl | b25 | r47 | 4-tBu | b25 | r50 | 2,6-Cl2 |
b25 | r45 | 4-Br | b25 | r48 | - | b25 | r50 | 4-CF3 |
b25 | r45 | 2,4-F2 | b25 | r48 | 4-F | b25 | r50 | 4-OCF3 |
b25 | r45 | 2,4-Cl2 | b25 | r48 | 4-Cl | b25 | r50 | 4-iPr |
b25 | r45 | 2,4-Br2 | b25 | r48 | 4-Br | b25 | r50 | 4-tBu |
b25 | r45 | 2,6-F2 | b25 | r48 | 2,4-F2 | b25 | r51 | - |
b25 | r45 | 2,6-Cl2 | b25 | r48 | 2,4-Cl2 | b25 | r51 | 4-F |
b25 | r45 | 4-CF3 | b25 | r48 | 2,4-Br2 | b25 | r51 | 4-Cl |
b25 | r45 | 4-OCF3 | b25 | r48 | 2,6-F2 | b25 | r51 | 4-Br |
b25 | r45 | 4-iPr | b25 | r48 | 2,6-Cl2 | b25 | r51 | 2,4-F2 |
b25 | r45 | 4-tBu | b25 | r48 | 4-CF3 | b25 | r51 | 2,4-Cl2 |
b25 | r46 | - | b25 | r48 | 4-OCF3 | b25 | r51 | 2,6-F2 |
b25 | r46 | 4-F | b25 | r48 | 4-iPr | b25 | r51 | 2,6-Cl2 |
b25 | r46 | 4-Cl | b25 | r48 | 4-tBu | b25 | r51 | 4-CF3 |
b25 | r46 | 4-Br | b25 | r49 | - | b25 | r51 | 4-OCF3 |
b25 | r46 | 2,4-F2 | b25 | r49 | 4-F | b25 | r51 | 4-iPr |
b25 | r46 | 2,4-Cl2 | b25 | r49 | 4-Cl | b25 | r51 | 4-tBu |
b25 | r46 | 2,6-F2 | b25 | r49 | 4-Br | b25 | r52 | - |
b25 | r46 | 2,6-Cl2 | b25 | r49 | 2,4-F2 | b25 | r52 | 4-F |
b25 | r46 | 4-CF3 | b25 | r49 | 2,4-Cl2 | b25 | r52 | 4-Cl |
b25 | r46 | 4-OCF3 | b25 | r49 | 2,4-Br2 | b25 | r52 | 4-Br |
b25 | r46 | 4-iPr | b25 | r49 | 2,6-F2 | b25 | r52 | 2,4-F2 |
b25 | r46 | 4-tBu | b25 | r49 | 2,6-Cl2 | b25 | r52 | 2,4-Cl2 |
b25 | r47 | - | b25 | r49 | 4-CF3 | b25 | r52 | 2,4-Br2 |
b25 | r47 | 4-F | b25 | r49 | 4-OCF3 | b25 | r52 | 2,6-F2 |
b25 | r47 | 4-Cl | b25 | r49 | 4-iPr | b25 | r52 | 2,6-Cl2 |
b25 | r47 | 4-Br | b25 | r49 | 4-tBu | b25 | r52 | 4-CF3 |
b25 | r47 | 2,4-F2 | b25 | r50 | - | b25 | r52 | 4-OCF3 |
b25 | r47 | 2,4-Cl2 | b25 | r50 | 4-F | b25 | r52 | 4-iPr |
b25 | r47 | 2,4-Br2 | b25 | r50 | 4-Cl | b25 | r52 | 4-tBu |
b25 | r47 | 2,6-F2 | b25 | r50 | 4-Br | b25 | r53 | - |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r53 | 4-F | b25 | r55 | 4-iPr | b25 | r58 | 2,6-F2 |
b25 | r53 | 4-Cl | b25 | r55 | 4-tBu | b25 | r58 | 2,6-Cl2 |
b25 | r53 | 4-Br | b25 | r56 | - | b25 | r58 | 4-CF3 |
b25 | r53 | 2,4-F2 | b25 | r56 | 4-F | b25 | r58 | 4-OCF3 |
b25 | r53 | 2,4-Cl2 | b25 | r56 | 4-Cl | b25 | r58 | 4-iPr |
b25 | r53 | 2,4-Br2 | b25 | r56 | 4-Br | b25 | r58 | 4-tBu |
b25 | r53 | 2,6-F2 | b25 | r56 | 2,4-F2 | b25 | r59 | - |
b25 | r53 | 2,6-Cl2 | b25 | r56 | 2,4-Cl2 | b25 | r59 | 4-F |
b25 | r53 | 4-CF3 | b25 | r56 | 2,4-Br2 | b25 | r59 | 4-Cl |
b25 | r53 | 4-OCF3 | b25 | r56 | 2,6-F2 | b25 | r59 | 4-Br |
b25 | r53 | 4-iPr | b25 | r56 | 2,6-Cl2 | b25 | r59 | 2,4-F2 |
b25 | r53 | 4-tBu | b25 | r56 | 4-CF3 | b25 | r59 | 2,4-Cl2 |
b25 | r54 | - | b25 | r56 | 4-OCF3 | b25 | r59 | 2,6-F2 |
b25 | r54 | 4-F | b25 | r56 | 4-iPr | b25 | r59 | 2,6-Cl2 |
b25 | r54 | 4-Cl | b25 | r56 | 4-tBu | b25 | r59 | 4-CF3 |
b25 | r54 | 4-Br | b25 | r57 | - | b25 | r59 | 4-OCF3 |
b25 | r54 | 2,4-F2 | b25 | r57 | 4-F | b25 | r59 | 4-iPr |
b25 | r54 | 2,4-Cl2 | b25 | r57 | 4-Cl | b25 | r59 | 4-tBu |
b25 | r54 | 2,6-F2 | b25 | r57 | 4-Br | b25 | r60 | - |
b25 | r54 | 2,6-Cl2 | b25 | r57 | 2,4-F2 | b25 | r60 | 4-F |
b25 | r54 | 4-CF3 | b25 | r57 | 2,4-Cl2 | b25 | r60 | 4-Cl |
b25 | r54 | 4-OCF3 | b25 | r57 | 2,4-Br2 | b25 | r60 | 4-Br |
b25 | r54 | 4-iPr | b25 | r57 | 2,6-F2 | b25 | r60 | 2,4-F2 |
b25 | r54 | 4-tBu | b25 | r57 | 2,6-Cl2 | b25 | r60 | 2,4-Cl2 |
b25 | r55 | - | b25 | r57 | 4-CF3 | b25 | r60 | 2,4-Br2 |
b25 | r55 | 4-F | b25 | r57 | 4-OCF3 | b25 | r60 | 2,6-F2 |
b25 | r55 | 4-Cl | b25 | r57 | 4-iPr | b25 | r60 | 2,6-Cl2 |
b25 | r55 | 4-Br | b25 | r57 | 4-tBu | b25 | r60 | 4-CF3 |
b25 | r55 | 2,4-F2 | b25 | r58 | - | b25 | r60 | 4-OCF3 |
b25 | r55 | 2,4-Cl2 | b25 | r58 | 4-F | b25 | r60 | 4-iPr |
b25 | r55 | 2,4-Br2 | b25 | r58 | 4-Cl | b25 | r60 | 4-tBu |
b25 | r55 | 2,6-F2 | b25 | r58 | 4-Br | b25 | r61 | - |
b25 | r55 | 2,6-Cl2 | b25 | r58 | 2,4-F2 | b25 | r61 | 4-F |
b25 | r55 | 4-CF3 | b25 | r58 | 2,4-Cl2 | b25 | r61 | 4-Cl |
b25 | r55 | 4-OCF3 | b25 | r58 | 2,4-Br2 | b25 | r6l | 4-Br |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b25 | r61 | 2,4-F2 | b25 | r64 | 4-F | b26 | r6 | 4-OCF3 |
b25 | r61 | 2,4-Cl2 | b25 | r64 | 4-Cl | b26 | r6 | 4-iPr |
b25 | r61 | 2,4-Br2 | b25 | r64 | 4-Br | b26 | r6 | 4-tBu |
b25 | r61 | 2,6-F2 | b25 | r64 | 2,4-F2 | b27 | r6 | - |
b25 | r61 | 2,6-Cl2 | b25 | r64 | 2,4-Cl2 | b27 | r6 | 4-F |
b25 | r61 | 4-CF3 | b25 | r64 | 2,4-Br2 | b27 | r6 | 4-Cl |
b25 | r61 | 4-OCF3 | b25 | r64 | 2,6-F2 | b27 | r6 | 4-Br |
b25 | r61 | 4-iPr | b25 | r64 | 2,6-Cl2 | b27 | r6 | 2,4-F2 |
b25 | r61 | 4-tBu | b25 | r64 | 4-CF3 | b27 | r6 | 2,4-Cl2 |
b25 | r62 | - | b25 | r64 | 4-OCF3 | b27 | r6 | 2,4-Br2 |
b25 | r62 | 4-F | b25 | r64 | 4-iPr | b27 | r6 | 2,6-F2 |
b25 | r62 | 4-Cl | b25 | r64 | 4-tBu | b27 | r6 | 2,6-Cl2 |
b25 | r62 | 4-Br | b25 | r65 | - | b27 | r6 | 4-CF3 |
b25 | r62 | 2,4-F2 | b25 | r65 | 4-F | b27 | r6 | 4-OCF3 |
b25 | r62 | 2,4-Cl2 | b25 | r65 | 4-Cl | b27 | r6 | 4-iPr |
b25 | r62 | 2,6-F2 | b25 | r65 | 4-Br | b27 | r6 | 4-tBu |
b25 | r62 | 2,6-Cl2 | b25 | r65 | 2,4-F2 | b28 | r6 | - |
b25 | r62 | 4-CF3 | b25 | r65 | 2,4-Cl2 | b28 | r6 | 4-F |
b25 | r62 | 4-OCF3 | b25 | r65 | 2,4-Br2 | b28 | r6 | 4-Cl |
b25 | r62 | 4-iPr | b25 | r65 | 2,6-F2 | b28 | r6 | 4-Br |
b25 | r62 | 4-tBu | b25 | r65 | 2,6-Cl2 | b28 | r6 | 2,4-F2 |
b25 | r63 | - | b25 | r65 | 4-CF3 | b28 | r6 | 2,4-Cl2 |
b25 | r63 | 4-F | b25 | r65 | 4-OCF3 | b28 | r6 | 2,4-Br2 |
b25 | r63 | 4-Cl | b25 | r65 | 4-iPr | b28 | r6 | 2,6-F2 |
b25 | r63 | 4-Br | b25 | r65 | 4-tBu | b28 | r6 | 2,6-Cl2 |
b25 | r63 | 2,4-F2 | b26 | r6 | - | b28 | r6 | 4-CF3 |
b25 | r63 | 2,4-Cl2 | b26 | r6 | 4-F | b28 | r6 | 4-OCF3 |
b25 | r63 | 2,4-Br2 | b26 | r6 | 4-Cl | b28 | r6 | 4-iPr |
b25 | r63 | 2,6-F2 | b26 | r6 | 4-Br | b28 | r6 | 4-tBu |
b25 | r63 | 2,6-Cl2 | b26 | r6 | 2,4-F2 | b29 | r6 | - |
b25 | r63 | 4-CF3 | b26 | r6 | 2,4-Cl2 | b29 | r6 | 4-F |
b25 | r63 | 4-OCF3 | b26 | r6 | 2,4-Br2 | b29 | r6 | 4-Cl |
b25 | r63 | 4-iPr | b26 | r6 | 2,6-F2 | b29 | r6 | 4-Br |
b25 | r63 | 4-tBu | b26 | r6 | 2,6-Cl2 | b29 | r6 | 2,4-F2 |
b25 | r64 | - | b26 | r6 | 4-CF3 | b29 | r6 | 2,4-Cl2 |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b29 | r6 | 2,4-Br2 | b32 | r6 | 4-Cl | b34 | r6 | 4-iPr |
b29 | r6 | 2,6-F2 | b32 | r6 | 4-Br | b34 | r6 | 4-tBu |
b29 | r6 | 2,6-Cl2 | b32 | r6 | 2,4-F2 | b35 | r6 | - |
b29 | r6 | 4-CF3 | b32 | r6 | 2,4-Cl2 | b35 | r6 | 4-F |
b29 | r6 | 4-OCF3 | b32 | r6 | 2,4-Br2 | b35 | r6 | 4-Cl |
b29 | r6 | 4-iPr | b32 | r6 | 2,6-F2 | b35 | r6 | 4-Br |
b29 | r6 | 4-tBu | b32 | r6 | 2,6-Cl2 | b35 | r6 | 2,4-F2 |
b30 | r6 | - | b32 | r6 | 4-CF3 | b35 | r6 | 2,4-Cl2 |
b30 | r6 | 4-F | b32 | r6 | 4-OCF3 | b35 | r6 | 2,4-Br2 |
b30 | r6 | 4-Cl | b32 | r6 | 4-iPr | b35 | r6 | 2,6-F2 |
b30 | r6 | 4-Br | b32 | r6 | 4-tBu | b35 | r6 | 2,6-Cl2 |
b30 | r6 | 2,4-F2 | b33 | r6 | - | b35 | r6 | 4-CF3 |
b30 | r6 | 2,4-Cl2 | b33 | r6 | 4-F | b35 | r6 | 4-OCF3 |
b30 | r6 | 2,4-Br2 | b33 | r6 | 4-Cl | b35 | r6 | 4-iPr |
b30 | r6 | 2,6-F2 | b33 | r6 | 4-Br | b35 | r6 | 4-tBu |
b30 | r6 | 2,6-Cl2 | b33 | r6 | 2,4-F2 | b36 | r6 | - |
b30 | r6 | 4-CF3 | b33 | r6 | 2,4-Cl2 | b36 | r6 | 4-F |
b30 | r6 | 4-OCF3 | b33 | r6 | 2,4-Br2 | b36 | r6 | 4-Cl |
b30 | r6 | 4-iPr | b33 | r6 | 2,6-F2 | b36 | r6 | 4-Br |
b30 | r6 | 4-tBu | b33 | r6 | 2,6-Cl2 | b36 | r6 | 2,4-F2 |
b31 | r6 | - | b33 | r6 | 4-CF3 | b36 | r6 | 2,4-Cl2 |
b31 | r6 | 4-F | b33 | r6 | 4-OCF3 | b36 | r6 | 2,4-Br2 |
b31 | r6 | 4-Cl | b33 | r6 | 4-iPr | b36 | r6 | 2,6-F2 |
b31 | r6 | 4-Br | b33 | r6 | 4-tBu | b36 | r6 | 2,6-Cl2 |
b31 | r6 | 2,4-F2 | b34 | r6 | - | b36 | r6 | 4-CF3 |
b31 | r6 | 2,4-Cl2 | b34 | r6 | 4-F | b36 | r6 | 4-OCF3 |
b31 | r6 | 2,4-Br2 | b34 | r6 | 4-Cl | b36 | r6 | 4-iPr |
b31 | r6 | 2,6-F2 | b34 | r6 | 4-Br | b36 | r6 | 4-tBu |
b31 | r6 | 2,6-Cl2 | b34 | r6 | 2,4-F2 | b37 | r6 | 4-F |
b31 | r6 | 4-CF3 | b34 | r6 | 2,4-Cl2 | b37 | r6 | 4-Cl |
b31 | r6 | 4-OCF3 | b34 | r6 | 2,4-Br2 | b37 | r6 | 4-Br |
b31 | r6 | 4-iPr | b34 | r6 | 2,6-F2 | b37 | r6 | 4-CF3 |
b31 | r6 | 4-tBu | b34 | r6 | 2,6-Cl2 | b37 | r6 | 4-OCF3 |
b32 | r6 | - | b34 | r6 | 4-CF3 | b37 | r6 | 4-tBu |
b32 | r6 | 4-F | b34 | r6 | 4-OCF3 | b38 | r6 | 4-F |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b38 | r6 | 4-Cl | b44 | r6 | 4-F | b49 | r6 | 4-tBu |
b38 | r6 | 4-Br | b44 | r6 | 4-Cl | b50 | r6 | 4-F |
b38 | r6 | 4-CF3 | b44 | r6 | 4-Br | b50 | r6 | 4-Cl |
b38 | r6 | 4-OCF3 | b44 | r6 | 4-CF3 | b50 | r6 | 4-Br |
b38 | r6 | 4-tBu | b44 | r6 | 4-OCF3 | b50 | r6 | 4-CF3 |
b39 | r6 | 4-F | b44 | r6 | 4-tBu | b50 | r6 | 4-OCF3 |
b39 | r6 | 4-Cl | b45 | r6 | 4-F | b50 | r6 | 4-tBu |
b39 | r6 | 4-Br | b45 | r6 | 4-Cl | b51 | r6 | 4-F |
b39 | r6 | 4-CF3 | b45 | r6 | 4-Br | b51 | r6 | 4-Cl |
b39 | r6 | 4-OCF3 | b45 | r6 | 4-CF3 | b51 | r6 | 4-Br |
b39 | r6 | 4-tBu | b45 | r6 | 4-OCF3 | b51 | r6 | 4-CF3 |
b40 | r6 | 4-F | b45 | r6 | 4-tBu | b51 | r6 | 4-OCF3 |
b40 | r6 | 4-Cl | b46 | r6 | 4-F | b51 | r6 | 4-tBu |
b40 | r6 | 4-Br | b46 | r6 | 4-Cl | b52 | r6 | 4-F |
b40 | r6 | 4-CF3 | b46 | r6 | 4-Br | b52 | r6 | 4-Cl |
b40 | r6 | 4-OCF3 | b46 | r6 | 4-CF3 | b52 | r6 | 4-Br |
b40 | r6 | 4-tBu | b46 | r6 | 4-OCF3 | b52 | r6 | 4-CF3 |
b41 | r6 | 4-F | b46 | r6 | 4-tBu | b52 | r6 | 4-OCF3 |
b41 | r6 | 4-Cl | b47 | r6 | 4-F | b52 | r6 | 4-tBu |
b41 | r6 | 4-Br | b47 | r6 | 4-Cl | b53 | r6 | 4-F |
b41 | r6 | 4-CF3 | b47 | r6 | 4-Br | b53 | r6 | 4-Cl |
b41 | r6 | 4-OCF3 | b47 | r6 | 4-CF3 | b53 | r6 | 4-Br |
b41 | r6 | 4-tBu | b47 | r6 | 4-OCF3 | b53 | r6 | 4-CF3 |
b42 | r6 | 4-F | b47 | r6 | 4-tBu | b53 | r6 | 4-OCF3 |
b42 | r6 | 4-Cl | b48 | r6 | 4-F | b53 | r6 | 4-tBu |
b42 | r6 | 4-Br | b48 | r6 | 4-Cl | b54 | r6 | 4-F |
b42 | r6 | 4-CF3 | b48 | r6 | 4-Br | b54 | r6 | 4-Cl |
b42 | r6 | 4-OCF3 | b48 | r6 | 4-CF3 | b54 | r6 | 4-Br |
b42 | r6 | 4-tBu | b48 | r6 | 4-OCF3 | b54 | r6 | 4-CF3 |
b43 | r6 | 4-F | b48 | r6 | 4-tBu | b54 | r6 | 4-OCF3 |
b43 | r6 | 4-Cl | b49 | r6 | 4-F | b54 | r6 | 4-tBu |
b43 | r6 | 4-Br | b49 | r6 | 4-Cl | b55 | r6 | 4-F |
b43 | r6 | 4-CF3 | b49 | r6 | 4-Br | b55 | r6 | 4-Cl |
b43 | r6 | 4-OCF3 | b49 | r6 | 4-CF3 | b55 | r6 | 4-Br |
b43 | r6 | 4-tBu | b49 | r6 | 4-OCF3 | b55 | r6 | 4-CF3 |
表3(续)
B | R | Xn | B | R | Xn | B | R | Xn |
b55 | r6 | 4-OCF3 | b1 | r4 | 4-CF3 | b1 | r5 | 4-Br |
b55 | r6 | 4-tBu | b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 |
b56 | r6 | 4-F | b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 |
b56 | r6 | 4-Cl | b1 | r4 | 4-F | b1 | r5 | 4-tBu |
b56 | r6 | 4-Br | b1 | r4 | 4-Cl | b1 | r5 | 4-F |
b56 | r6 | 4-CF3 | b1 | r4 | 4-Br | b1 | r5 | 4-Cl |
b56 | r6 | 4-OCF3 | b1 | r4 | 4-CF3 | b1 | r5 | 4-Br |
b56 | r6 | 4-tBu | b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 |
b57 | r6 | 4-F | b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 |
b57 | r6 | 4-Cl | b1 | r4 | 4-F | b1 | r5 | 4-tBu |
b57 | r6 | 4-Br | b1 | r4 | 4-Cl | b1 | r5 | 4-F |
b57 | r6 | 4-CF3 | b1 | r4 | 4-Br | b1 | r5 | 4-Cl |
b57 | r6 | 4-OCF3 | b1 | r4 | 4-CF3 | b1 | r5 | 4-Br |
b57 | r6 | 4-tBu | b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 |
b61 | r6 | 4-F | b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 |
b61 | r6 | 4-Cl | b1 | r5 | 4-F | b1 | r5 | 4-tBu |
b61 | r6 | 4-Br | b1 | r5 | 4-Cl | b1 | r5 | 4-F |
b61 | r6 | 4-CF3 | b1 | r5 | 4-Br | b1 | r5 | 4-Cl |
b61 | r6 | 4-OCF3 | b1 | r5 | 4-CF3 | b1 | r5 | 4-Br |
b61 | r6 | 4-tBu | b1 | r5 | 4-OCF3 | b1 | r5 | 4-CF3 |
b71 | r6 | 4-F | b1 | r5 | 4-tBu | b1 | r5 | 4-OCF3 |
b71 | r6 | 4-Cl | b1 | r5 | 4-F | b1 | r5 | 4-tBu |
b71 | r6 | 4-Br | b1 | r5 | 4-Cl | b1 | r5 | 4-F |
b71 | r6 | 4-CF3 | b1 | r5 | 4-Br | b1 | r5 | 4-Cl |
b71 | r6 | 4-OCF3 | b1 | r5 | 4-CF3 | b1 | r5 | 4-Br |
b71 | r6 | 4-tBu | b1 | r5 | 4-OCF3 | b1 | r5 | 4-CF3 |
b1 | r4 | 4-F | b1 | r5 | 4-tBu | b1 | r5 | 4-OCF3 |
b1 | r4 | 4-Cl | b1 | r5 | 4-F | b1 | r5 | 4-tBu |
b1 | r4 | 4-Br | b1 | r5 | 4-Cl | b1 | r5 | 4-F |
b1 | r4 | 4-CF3 | b1 | r5 | 4-Br | b1 | r5 | 4-Cl |
b1 | r4 | 4-OCF3 | b1 | r5 | 4-CF3 | b1 | r5 | 4-tBu |
b1 | r4 | 4-tBu | b1 | r5 | 4-OCF3 | b1 | r6 | 4-F |
b1 | r4 | 4-F | b1 | r5 | 4-tBu | b1 | r6 | 4-Cl |
b1 | r4 | 4-Cl | b1 | r5 | 4-F | b1 | r6 | 4-tBu |
b1 | r4 | 4-Br | b1 | r5 | 4-Cl |
[杀虫剂]
本发明的化合物可有效用于生物活性剂的有效成分,且尤其可有效用作为了植物保护目的的杀虫剂,杀螨剂,杀线虫剂,为了卫生学目的的杀虫剂,和对于水栖悬垂生物的防污剂。最优选包含本发明化合物的组合物用作杀虫剂和杀螨剂。
当本发明的化合物在以实际的方式应用时,化合物可以用没有加入其它组分以其本身的形式应用。当本发明的化合物是为植物保护目的而应用时,该化合物可以制备成通常的剂型以用于植物保护,例如可湿性粉剂,粒剂,粉剂,浓缩乳剂,水溶性粉剂,胶悬剂,流动液,等等。
在本发明的化合物被制成固体型的制剂的情况下,可以将适当的添加剂和载体与化合物结合使用。添加剂和载体的例子包括植物粉末,例如大豆粉末和面粉,无机精细粉料,例如硅藻土,磷灰石,石膏,滑石粉,膨润土,叶蜡石和粘土,以及有机和无机化合物,例如苯甲酸钠,尿素和芒硝。在本发明的化合物被制成液体型的制剂的情况下,可以使用用于将化合物溶解或分散在液体型制剂中的适当的溶剂。用于液体型制剂的溶剂的例子包括石油馏分,例如煤油,二甲苯以及溶剂油,环己烷,环己酮,二甲基甲酰胺,二甲亚砜,乙醇,丙酮,甲基异丁基酮,矿物油,植物油和水。
另外,为了提供化合物在制备制剂中的均匀性和稳定性,可以在必要时在各种制剂中加入表面活性剂。对表面活性剂没有限制。可以加入到上述制剂中的表面活性剂的例子包括非离子型表面活性剂,例如聚氧化乙烯-添加的烷基醚,聚氧化乙烯-添加的高级脂肪酸酯,聚氧化乙烯-添加的脱水山梨醇高级脂肪酸酯和聚氧化乙烯-添加的三苯乙烯基二苯醚,聚氧化乙烯-加成的烷基苯基醚的硫酸酯,烷基苯磺酸盐,聚碳酸酯,木素磺酸盐,烷基萘磺酸盐的甲醛缩合物,和异丁烯和马来酸酐的共聚物。
通常,在每种上述制剂中活性组分的含量优选以制剂的总重量为基准按重量计算从0.01到90%的范围,且更优选为按重量计算从0.05到85%的范围。已制备的每种制剂,例如可湿性粉剂,乳油,胶悬剂和流动溶液,可以用水稀释并调节该悬浮液或乳剂至需要的浓度,然后施用于谷类作物。对于例如颗粒制剂和粉剂的制剂,其制剂本身可以直接施用于目标谷类作物或土壤。
当然,本发明的化合物单独就具有足够的杀虫和杀螨活性,然而,它可以与一种或多种型式的其它植物保护化合物,例如杀真菌剂,杀虫剂,杀螨剂和增效剂合并使用。
下述内容叙述了可以与本发明的化合物结合使用的杀真菌剂,杀虫剂,杀螨剂和植物生长调节剂的典型例子。
杀真菌剂:
克菌丹,灭菌丹,秋兰姆,福美锌,代森锌,代森锰,代森锰锌,甲基代森锌,聚氨基甲酸酯,百菌清,五氯硝基苯,敌菌丹,异菌脲,杀菌利,烯菌酮,氟氯菌核利(Fluorimide),清菌脲,灭锈胺,氟酰胺,纹枯脲,氧化萎锈灵,藻菌磷,百维灵,三唑酮,三唑醇,丙环唑,苄氯三唑醇,双苯三唑醇,己唑醇,Microbutanil,氟硅唑,乙环唑,三氟苯唑,粉唑醇,戊菌唑,烯唑醇,环唑醇,氯苯嘧啶醇,氟菌唑,丙氯咪,烯菌灵,稻瘟酯,克啉菌,粉锈啉,嗪氨灵,丁赛特,啶斑肟,敌菌灵,多氧菌素,甲霜灵,噁霜灵,呋霜灵,富士一号,噻菌灵,叠氮吡咯,灭瘟素,春日霉素,balidamycin,硫酸双氢链霉素,苯菌灵,多菌灵,甲基托布津,噁霉灵,碱式氯化铜,碱式硫酸铜,薯瘟锡,毒菌锡,乙霉威,Metasulfocarb,灭螨猛,乐杀螨,卵磷脂,碳酸氢钠,二硫二氰蒽醌,消螨普,敌克松,哒菌清,双胍盐多果定,异稻瘟净IBP,克瘟散,嘧菌安,嘧菌腙,杨菌胺,Metasulfocarb,氟啶胺,Ethoquinolac,烯酰吗啉,咯喹酮,叶枯酞,四氯苯酞,Fenazine oxide,涕必灵,三环唑,烯菌酮,清菌脲,Cyclobutanil,双胍盐,百维灵盐酸盐,喹菌酮。
杀虫剂和杀螨剂
-有机磷和氨基甲酸酯类杀虫剂:倍硫磷,杀螟硫磷,二嗪磷,毒死蜱,ESP,蚜灭多,Fenthoate,乐果,安果,马拉硫磷,敌百虫,二甲硫吸磷,亚胺硫磷,敌敌畏,乙酰甲胺磷,伊比磷,甲基对硫磷,Oxadimetonmethyl,乙硫磷,蔬果磷,杀螟腈,异噁唑磷,哒嗪硫磷,伏杀硫磷,杀扑磷,虫螨消,毒虫畏,杀虫畏,甲基毒虫畏,丙虫磷,异丙胺磷,乙拌磷,丙溴磷,吡唑硫磷,久效磷,甲基谷硫磷,涕灭威,灭多虫,双硫威(Dithiocarb),克百威,丁硫克百威,丙硫克百威,呋线威,残杀威,丁苯威,速灭威,异丙威,西维因,抗蚜威,乙硫苯威,双氧威,巴丹,噻环氨,杀虫磺,等等。
-拟除虫菊酯杀虫剂:氯菊酯,氯氰菊酯,溴氰菊酯,氰戊菊酯,杀螨菊酯,除虫菊酯,丙烯除虫菊酯,似虫菊,灭虫菊,苄菊酯,甲基炔呋菊酯,拟除虫菊酯,消虫菊,氟胺氰菊酯,氟氯氰菊酯,三氟氯氰菊酯,氟氰菊酯,苄醚菊酯,稻虫菊酯,四溴菊酯,灭虫硅醚,Brofenprox,氟酯菊酯,等等。
-苯甲酰基尿素及其它杀虫剂:除虫脲,定虫隆,氟铃脲,杀虫隆,四苯隆(Tetrabenzuron),Fulfenoxuron,氟螨脲,噻嗪酮,蚊蝇醚,蒙五一五,硫丹,杀螨硫隆,吡虫啉,锐劲特,烟碱硫酸盐,鱼藤酮,蜗牛敌,机械油,微生物杀虫剂例如BT和昆虫致病病毒,等等。
杀线虫剂:克线磷,噻唑酮磷,等等。
杀螨剂:
乙酯杀螨醇,溴螨酯,三氯杀螨醇,虫螨脒,克螨特,苯螨特,噻螨酮,杀螨锡,多萘菌素,灭螨猛,杀螨酯,四氯二苯砜,除虫菌素,米尔螨素,四螨嗪,三环锡,哒螨酮,唑螨酯,吡满胺,嘧胺苯醚,苯氧硫威,除螨灵,等等。
植物生长调节剂:赤霉素(例如,赤霉素A3,赤霉素A4,赤霉素A7),吲哚乙酸(IAA),烟酰胺(NAA),等等。
本发明的化合物可以用于控制农作物的有害的昆虫和螨虫虫害,影响健康的昆虫和螨,损害衣服的昆虫,和损害房屋的昆虫。对于那些有害的昆虫,本发明的化合物具有杀成虫的,杀幼虫的,杀蛹的和杀卵的活性。下述内容举出了代表性的有害的昆虫和螨的例子。
翅类的昆虫的例子:黄地老虎,甘蓝夜蛾,小地老虎,南美菜粉蝶,甜菜拟尺蠖,小菜蛾,褐带卷蛾属,亚洲茶叶卷叶蛾,桃蛀果蛾,梨小食心虫,柑桔潜叶蝇,茶叶卷叶虫,窄翅潜蛾,舞毒蛾,茶毛虫,水稻螟虫,水稻卷叶虫,玉米螟,美国白蛾,粉斑螟,实叶蛾属,Helicoverpasp,地虎属,织网衣蛾,苹果蠹蛾,Pink ballworm,等等。
半翅目昆虫的例子:桃蚜,棉蚜,萝卜蚜,李蚜,Bean bag,喜绿蝽,矢尖蚧,康氏粉蚧,温室粉虱,烟粉虱,梨木虱,梨网蝽,褐稻飞虱,小褐稻飞虱,白背稻飞虱,黑尾叶蝉,等等。
鞘翅目昆虫的例子:黄宽条跳甲,黄守瓜,马铃薯甲虫,稻象甲,大米象,赤豆象,日本丽金龟,方头绿金龟子,Diabrotica sp.,烟草甲虫,留粉甲虫,日本松叶蜂,星天牛(Whitespotted longicorn beetle),Agliotes sp.,二十八星瓢虫,面包甲虫,棉铃象虫,等等。
双翅目昆虫的例子:家蝇,丽蝇属(Calliphora lata),棕尾别麻蝇,甜瓜蝇,桔实蝇,种蝇,稻潜蝇,黄色果蝇,厩螫蝇,库蚊属(Culextritaeniarhynchus),埃及伊蚊,疟蚊属(Anopheles hycanus)等等。
缨翅目昆虫的例子:棕榈蓟马,茶黄蓟马等等。
膜翅目昆虫的例子:Monomorium pharaonis,yellow harnet,菜叶蜂,等等。
直翅类的昆虫的例子:东亚飞蝗,德国小蜚蠊,美洲栗蠊,日本大蠊,等等。
等翅目昆虫的例子:台湾家白蚁,散白蚁属,等等。
蚤目昆虫的例子:人蚤。
虱目昆虫的例子:吸血虱,等等。
蜱螨目:棉红蜘蛛,洋红色蛛螨,神泽蛛螨,柑桔红蜘蛛,苹果红蜘蛛,粉红色桔锈螨,苹刺瘿螨,广明螨,短须螨属,始叶螨属,球茎根螨,腐食酪螨,Desmatophagoides farinae,微小牛蜱,Haemaphysallis bispinosa,等等。
植物寄生的植物线虫的例子:南方根结线虫,根腐线虫,大豆异皮线虫,稻白尖线虫,松木线虫,等等。
在以上有害的昆虫和螨的例子中,本发明的化合物优选施用于控制鳞翅目的昆虫,半翅目昆虫,鞘翅目昆虫,缨翅目昆虫和蜱螨目。特别的,本发明的化合物最优选用于控制鳞翅目的昆虫,半翅目昆虫和蜱螨目。
另一方面,近来许多种昆虫和螨,例如菱形背蛾,叶蝉,飞虱,蚜和螨已经增加了对有机含磷杀虫剂,氨基甲酸酯类杀虫剂和杀螨剂的耐受性。在这种情况下,伴随着耐受性提高的问题导致这些杀虫剂和杀螨剂的杀虫和杀螨活性降低。因此,对新的可对这种抗性株昆虫和螨起作用的杀虫剂和杀螨剂的需求提高了。应该十分注意本发明的化合物,本发明的化合物不论是对先有技术的杀虫剂和杀螨剂敏感的昆虫和螨系,还是已经对所述的有机含磷杀虫剂,氨基甲酸酯类杀虫剂,拟除虫菊酯杀虫剂,和许多杀螨剂产生耐受性的昆虫和螨的抗性株都显示出极好的有效性。
值得进一步注意的是,本发明的化合物的安全性高,对农作物的植物毒性小,且它们对于鱼类和恒温动物具有较小的毒性。
另外,本发明的化合物可以用作防污剂,以防止海上的和水中的设备(例如船只的底板和鱼网),附着水栖的生物。
本发明的最佳实施方式:
本发明将参照以下实施例进行详细说明。
实施例1
γ-苯基-α-(2-三氟甲基苯甲酰基)丁腈的制备(化合物No.10-1)
向15毫升含有1.44g 2-三氟甲基苯甲酸乙酯和1.39g氢化钾(油性;35%)的THF悬浮液中滴加0.8克γ-苯基丁腈,然后溶液在室温下搅拌一小时。将反应混合物倒入饱和的氯化铵水溶液中,用乙醚提取,用水洗涤乙醚提取液然后在减压下浓缩。在硅胶柱上通过色谱法纯化残余物(乙酸乙酯/正己烷=1/3,作为洗脱液),得到目标化合物,1.74g。产率:99%。1H-NMR(CDCl3,δppm):2.30(q,2H),2.75-2.88(m,1H),2.94-3.05(m,1H),3.95(t,1H),7.18-7.45(m,6H),7.60-7.70(m,2H),7.75-7.80(m,1H)
实施例2
将1.00gγ-苯基-α-(2-三氟甲基苯甲酰基)丁腈溶解于10毫升THF,然后向得到的溶液中在冰浴冷却下依次加入0.38g三乙胺和0.46g新戊酰氯。然后将得到的混合物搅拌2小时。滤掉沉淀,在减压下浓缩滤液。在硅胶柱上通过色谱法纯化残余物(乙酸乙酯/正己烷=1/5,作为洗脱液),得到目标化合物,0.90g。产率:71%,熔点:82℃。
实施例3
α-(5-氯-1-甲基-3-三氟甲基吡唑-4-基)羰基-γ-(4-氯苯基)丁腈(化合物No.10-2)的制备
1)γ-(4-氯苯基)-α-氰基丁酸叔丁基酯的制备:
将3.00g 4-氯苯基乙醇溶于45毫升乙醚,然后向该溶液中依次加入0.51g 2,6-二甲基吡啶,6.28g三苯基膦和7.62g四溴化碳。将混合物搅拌过夜。滤掉沉淀,在减压下浓缩滤液。将残余物用正己烷悬浮,过滤并在减压下浓缩。用己烷处理残余物,用5%盐酸水溶液洗涤,并在减压下浓缩,得到5.84g粗品4-氯苯乙基溴。1H-NMR(CDCl3,δppm):3.13(t,2H),3.54(t,2H),7.14(t,2H),7.29(t,2H)
将5.84g4-氯苯乙基溴粗品溶于20毫升乙腈,然后向该溶液中依次加入1.62g氰基乙酸叔丁基酯和1.59g碳酸钾。将混合物在回流温度下加热过夜。过滤沉淀,然后减压浓缩滤液得到残余物,在硅胶柱上通过色谱法纯化(展开剂:乙酸乙酯/正己烷=1/15,作为洗脱液),得到目标化合物,1.70g。产率:63%(2步)。1H-NMR(CDCl3,δppm):1.50(s,9H),2.20(q,2H),2.73-2.91(m,2H),3.33(t,1H),7.14(d,2H),7.29(d,2H)
将1.70gγ-(4-氯苯基)-α-氰基丁酸叔丁基酯溶于30毫升的甲苯,并在冰浴冷却下依次向该溶液中加入0.68g三乙胺,0.20g4-二甲基氨基吡啶和1.80g5-氯-1-甲基-3-三氟甲基吡唑-4-羧酰氯的5毫升甲苯溶液,而后将混合物回流2小时。滤掉沉淀,在减压下浓缩滤液得到残余物,在硅胶柱上通过色谱法纯化该残余物(乙酸乙酯/正己烷=1/4,作为洗脱液),得到目标化合物,2.23g。产率:75%1H-NMR(CDCl3,δppm):1.49(s,9H),2.32-2.42(m.1H),2.59-2.73(m,3H),3.99(s,3H),7.19(d,2H),7.30(d,2H)
将1.10克α-叔丁氧羰基-α-(5-氯-1-甲基-3-三氟甲基吡唑-4-基)羰基-γ-(4-氯苯基)丁腈溶于10毫升甲苯,并向该溶液中加入0.10g对甲苯磺酸一水合物,然后将混合物在回流温度加热2小时。减压浓缩混合物得到残余物,在硅胶柱上通过色谱法纯化(乙酸乙酯/正己烷=1/2,作为洗脱液),得到目标化合物,0.69g。产率:80%,熔点:75-76℃。1H-NMR(CDCl3,δppm):2.23(q,2H),2.83-2.29(m,2H),3.95(s,3H),4.09-4.20(m,1H),7.12(d,2H),7.28(d,2H)
实施例4
β-(5-氯-1-甲基-3-三氟甲基吡唑-4-基)-α-[2-(4-氯苯基)乙基]-β-新戊酰氧基丙烯腈(化合物Nos.4-2,4-3)的制备
将9.28gα-(5-氯-1-甲基-3-三氟甲基吡唑-4-基)羰基-γ-(4-氯苯基)丁腈溶于100毫升THF,并向该溶液中依次加入3.19g三乙胺和3.82g的新戊酰氯,然后将混合物在室温下搅拌2小时。过滤沉淀,然后减压浓缩滤液,得到残余物,在硅胶柱上通过色谱法纯化(乙酸乙酯/正己烷=1/4,作为洗脱液),得到目标化合物(No.4-2和No.4-3),分别为7.76g和0.05g。
No.4-2:产率,69%,熔点,85-87℃。
No.4-3:产率0.4%,熔点,101-102℃。1H-NMR(CDCl3,δppm):1.20(s,9H),2.61(t,2H),2.89(t,2H),3.93(s,3H),7.14(d,2H),7.29(d,2H)
实施例5:
将0.8g 5-氯-1-甲基-3-三氟甲基吡唑-4-羧酸溶于10毫升的N,N-二甲基甲酰胺,并向该溶液中加入0.57g羰基二咪唑。将混合物在室温下搅拌一小时后,在冰浴冷却下向混合物中加入0.5g肉桂酰氰,而后加入0.14g氢化钠(油性,60%)。混合物在室温下进一步搅拌3小时,而后将该溶液倒入冰水中,然后向其中加入稀盐酸以制备酸性溶液。用乙酸乙酯提取该溶液,然后减压浓缩有机层得到残余物,在硅胶柱上通过色谱法纯化(乙酸乙酯/正己烷=1/2,作为洗脱液),得到目标化合物,0.91g。产率:74%。1H-NMR(CDCl3,δppm):3.95(s,3H),6.20(d,1H),6.90(d,1H),7.12-7.50(m,5H)
实施例6:
β-(5-氯-1-甲基-3-三氟甲基吡唑-4-基)-α-(2-苯基乙烯基)-β-新戊酰氧基丙烯腈(化合物No.5-1)的制备
将0.91gβ-(5-氯-1-甲基-3-三氟甲基吡唑-4-基)-β-羟基-α-(2-苯基乙烯基)丙烯腈溶于10毫升的THF,并在冰浴冷却下依次向该溶液中加入三乙胺和0.40g新戊酰氯。将混合物在室温下搅拌2小时后,过滤出沉淀,并在减压下浓缩滤液,得到残余物。然后在硅胶柱上通过色谱法纯化残余物(乙酸乙酯/正己烷=1/4,作为洗脱液),得到目标化合物,0.46g。产率:80%,熔点:80-82℃。
实施例7:
1-甲基-3-三氟甲基-4-[4-(4-氟苯基)-4-氧代-2-氰基丁酰基]-5-氯吡唑的制备:
在0℃下向10毫升的1.0g1-甲基-3-三氟甲基-4-氰基乙酰基-5-氯吡唑、1.0g二异丙基乙胺的10毫升二氯甲烷溶液中,加入纯度为70%的1.3克4-(1-氧代-2-溴乙基)氟苯。将混合物在室温下搅拌18小时。将反应混合物倒入冰水中,用乙酸乙酯提取,用水洗涤并用无水硫酸镁干燥,然后在减压下蒸发。在硅胶柱上通过色谱法纯化得到的残余物(乙酸乙酯/正己烷=1/1,作为洗脱液),得到1-甲基-3-三氟甲基-4-[4-(4-氟苯基)-4-氧代-2-氰基丁酰基]-5-氯吡唑,1.0g,熔点179-181℃。
实施例8:
在0℃下向10毫升1.0g1-甲基-3-三氟甲基-4-氰基乙酰基-5-氯吡唑、1.1g碳酸钾和0.6g碘化钠的10毫升乙腈溶液中,加入纯度为70%的1.5g4-(1-乙氧亚胺基-2-溴乙基)氟苯。将混合物在室温下搅拌18小时。将反应混合物倒入冰水中,用乙酸乙酯提取,用水洗涤而后用无水硫酸镁干燥,然后在减压下蒸发。在硅胶柱上通过色谱法纯化得到的残余物(乙酸乙酯/正己烷=1/1,作为洗脱液),得到1-甲基-3-三氟甲基-4-[4-(4-氟苯基)-4-乙氧亚胺基-2-氰基丁酰基]-5-氯吡唑,1.2g;熔点:73-75℃。
实施例9:
1-甲基-3-三氟甲基-4-[4-(4-三氟苯基)-4-乙氧亚胺基-2-氰基丁酰基]-5-氯吡唑(化合物No.8-73)的制备:
在0℃下向7.5g1-甲基-3-三氟甲基-4-氰基乙酰基-5-氯吡唑、8.2g碳酸钾、5.4g碘化钠的225ml乙腈溶液中,加入纯度为86%的12.6g 4-(1-乙氧亚胺基-2-溴乙基)-α,α,α-三氟甲苯。将混合物在室温下搅拌19小时。将反应混合物倒入冰水中并用正己烷洗涤。向得到的水层中加入浓硫酸溶液以制备pH值1的溶液,然后用乙酸乙酯提取该溶液。将得到的提取液用水洗涤并用无水硫酸镁干燥,然后在减压下蒸发,得到残余物。然后用正己烷洗涤残余物得到1-甲基-3-三氟甲基-4-[4-(4-三氟苯基)-4-乙氧亚胺基-2-氰基丁酰基]-5-氯吡唑,9.9g,熔点:77-80℃。
实施例10:
在0℃下向2g1-甲基-3-三氟甲基-4-氰基乙酰基-5-氯吡唑、1.23g二异丙基乙胺的40毫升二氯甲烷溶液中,加入纯度为91.6%的2.55g4-(1-氧代-2-溴乙基)-α,α,α-三氟甲苯。将混合物在室温下搅拌18小时。将反应混合物倒入冰水中,而后用乙酸乙酯提取。将提取液用水洗涤并用无水硫酸镁干燥,然后在减压下蒸馏出溶剂,得到残余物。在硅胶柱上通过色谱法纯化得到的残余物(正己烷/乙酸乙酯=4/1,作为洗脱液),得到1-甲基-3-三氟甲基-4-[4-(4-三氟苯基)-4-氧代2-氰基丁酰基]-5-氯吡唑,2.4g。1H-NMR(CDCl3):δ3.52(q,1H),4.02(s,3H),4.14(q,1H),4.95(q,1H),7.78(d,2H),8.08(d,2H)
实施例11:
在室温下向5.0g1-甲基-3-三氟甲基-4-氰基乙酰基-5-氯吡唑的30毫升氯仿溶液中加入7.0g溴。将混合物在室温下搅拌3小时,然后用碳酸氢钠水溶液洗涤。而后用硫酸镁干燥。在减压下蒸出溶剂,得到残余物。在硅胶柱上通过色谱法纯化得到的残余物(正己烷/乙酸乙酯=2/1,作为洗脱液),得到1-甲基-3-三氟甲基-4-(2-溴-2-氰基乙酰基)-5-氯吡唑,5.3g,熔点:76-77℃。
实施例12:
将2.0g1-甲基-3-三氟甲基-4-氰基乙酰基-5-氯吡唑、2.1g的N-氯琥珀酰亚胺(缩写为NCS)和20毫升二氯甲烷的混合物回流3小时。冷却后,用水洗涤反应混合物,并用硫酸镁干燥。在减压下蒸出溶剂,得到残余物。在硅胶柱上通过色谱法纯化得到的残余物(正己烷/乙酸乙酯=2/1,作为洗脱液),得到1-甲基-3-三氟甲基-4-(2-氯-2-氰基乙酰基)-5-氯吡唑,0.5g。1H-NMR(CDCl3):δ4.02(bs,4H)
本发明的化合物的代表性实施例在表4到10中列出。这些化合物的1H-核磁共振数据见表11。
表4
*[]:表示熔点℃,nD:折射率。以下相同。a:任一种异构体形式。否则,为异构体的混合物。
No. | B | R | Xn | 物理常数* |
4-1 | b1 | r6 | - | [80-82] |
4-2 | b25 | r6 | 4-Cl | [85-87]a |
4-3 | b25 | r6 | 4-Cl | [101-102]a |
4-4 | b23 | r6 | - | 粘性油 |
4-5 | b25 | r6 | - | 粘性油 |
4-6 | b25 | r6 | 2,4-Cl2 | [99-101] |
4-7 | b25 | r1 | 4-CF3 | [63-65] |
4-8 | b25 | r6 | 4-CF3 | [66-67] |
4-9 | b25 | r6 | 2,6-F2 | [91-92] |
4-10 | b25 | r6 | 4-tBu | [107-109] |
4-11 | b27 | r6 | 4-Cl | [75-76] |
4-12 | b25 | r6 | 2,4-F2 | [55-56] |
4-13 | b25 | r6 | 4-Me | nD 20.91.4965 |
4-14 | b25 | r6 | 4-F | nD 20.91.4858a |
4-15 | b25 | r6 | 4-F | nD 20.71.4903a |
4-16 | b25 | r22 | 4-F | nD 20.71.4970a |
4-17 | b25 | r22 | 4-F | [134-136]a |
4-18 | b25 | r6 | 3-F | nD 20.71.4771 |
4-19 | b25 | r6 | 3-Cl | [75-76] |
4-20 | b25 | r6 | 4-OMe | nD 20.81.4860 |
4-21 | b25 | r22 | 4-Cl | [104-106] |
4-22 | b27 | r22 | 4-Cl | 粘性油 |
4-23 | b29 | r6 | 4-Cl | [89-91] |
4-24 | b25 | r6 | 4-O-(3-Cl-5-CF3-吡啶-2-基) | [119-121] |
4-25 | b25 | r45 | 4-Cl | [52-53] |
4-26 | b25 | r37 | 4-Cl | [102-103]a |
4-27 | b25 | r37 | 4-Cl | [108-110]a |
表4(续)
No. | B | R | Xn | 物理常数* |
4-28 | b40 | r6 | 4-Cl | [80-83] |
4-29 | b25 | r6 | 4-OCF3 | [69-71] |
4-30 | b25 | r6 | 4-OCF3 | [111-113] |
4-31 | b25 | r1 | 4-OCF3 | nD 20.71.4655a |
4-32 | b25 | r1 | 4-OCF3 | [84-86]a |
4-33 | b25 | r6 | 4-Br | [69-71]a |
4-34 | b25 | r6 | 4-Br | [108-110]a |
4-35 | b26 | r6 | 4-F | [34-35] |
4-36 | b26 | r22 | 4-F | nD 27.01.4860 |
4-37 | b25 | r1 | 4-Cl | [74-76] |
4-38 | b25 | r7 | 4-Cl | [57-59] |
4-39 | b25 | r8 | 4-Cl | [63-65] |
4-40 | b25 | r6 | 3,4-Cl2 | [50-52] |
4-41 | b25 | r6 | 2,5-Cl2 | [58-59] |
4-42 | b25 | r22 | 3,4-Cl2 | [72-74]a |
4-43 | b25 | r22 | 3,4-Cl2 | [148-150]a |
4-44 | b25 | r22 | 2,5-Cl2 | [86-88]a |
4-45 | b25 | r22 | 2,5-Cl2 | [98-99]a |
4-46 | b25 | r17 | 4-Cl | [92-95] |
4-47 | b25 | r18 | 4-Cl | [85-88]a |
4-48 | b25 | r18 | 4-Cl | [63-65]a |
4-49 | b25 | r19 | 4-Cl | nD 27.01.3666a |
4-50 | b25 | r19 | 4-Cl | [89-92]a |
4-51 | b26 | r6 | 4-Cl | nD 23.01.4181 |
4-52 | b25 | r22 | 4-Cl | [104-106] |
4-53 | b1 | r6 | 4-Cl | nD 20.61.5167 |
4-54 | b4 | r6 | 4-Cl | nD 21.61.5479 |
4-55 | b2 | r6 | 4-Cl | nD 20.71.5453 |
4-56 | b1 | r22 | 4-Cl | [81-82] |
4-57 | b4 | r22 | 4-Cl | 粘性油 |
4-58 | b2 | r22 | 4-Cl | 粘性油 |
表4(续)
No. | B | R | Xn | 物理常数* |
4-59 | b25 | r7 | 4-F | nD 20.71.4836 |
4-60 | b25 | r7 | 4-F | nD 20.71.4832 |
4-61 | b25 | r1 | 4-F | nD 20.71.4976a |
4-62 | b25 | r1 | 4-F | [149-150]a |
4-63 | 2,6-Cl2-Ph | r6 | 4-Cl | nD 23.51.5528 |
4-64 | b25 | r6 | 4-OiPr | nD 20.31.4862a |
4-65 | b25 | r6 | 4-OiPr | nD 20.31.4970a |
4-66 | b25 | r22 | 4-OiPr | nD 20.11.5039a |
4-67 | b25 | r22 | 4-OiPr | nD 17.51.5098a |
4-68 | b25 | r6 | 4-Ph | nD 20.71.5187a |
4-69 | b25 | r6 | 4-Ph | [130-132]a |
4-70 | b25 | r22 | 4-Ph | [94-97]a |
4-71 | b25 | r22 | 4-Ph | [108-110]a |
4-72 | b25 | r6 | 4-Cl-2-F | nD 20.91.4910 |
4-73 | b25 | r22 | 4-Cl-2-F | [67-69] |
4-74 | b25 | r22 | 4-Cl-2-F | [120-123] |
4-75 | b25 | r6 | 4-Cl-2-OEt | [77-79] |
4-76 | b25 | r6 | 4-Cl-2-OEt | nD 23.91.5040 |
4-77 | b25 | r22 | 4-Cl-2-OEt | [107-109] |
4-78 | b25 | r22 | 4-Cl-2-OEt | [85-88] |
4-79 | b25 | r6 | 4-CN | [92-94] |
4-80 | b25 | r22 | 4-CN | [111-113] |
4-81 | b25 | r22 | 4-CN | [143-145] |
4-82 | b25 | r6 | 4-OPh | [89-91] |
4-83 | b25 | Me | 4-F | nD 20.61.5034 |
4-84 | b25 | r51 | 4-F | nD 20.61.4883 |
4-85 | 5-氯-3-乙基-1-甲基-吡唑-4-基 | r6 | 4-Cl | nD 20.71.5261 |
4-86 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | r6 | 4-Cl | nD 20.61.5151 |
4-87 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | r22 | 4-Cl | nD 20.61.5366 |
4-88 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | r22 | 4-Cl | [74-76] |
表4(续)
No. | B | R | Xn | 物理常数* |
4-89 | b25 | r47 | 4-Cl | nD 23.21.5170 |
4-90 | b25 | r48 | 4-Cl | nD 22.81.5175 |
4-91 | b25 | r51 | 4-Cl | nD 22.81.5094 |
4-92 | b25 | r57 | 4-Cl | nD 23.21.5421 |
4-93 | b25 | r59 | 4-Cl | nD 23.31.4964 |
4-94 | b25 | r61 | 4-Cl | nD 22.81.5172 |
4-95 | b25 | r62 | 4-Cl | nD 23.01.5240 |
表5
No. | B | R | Y | Xa | 物理常数* |
5-1 | b25 | r6 | Ph | H | [80-82] |
5-2 | b1 | r6 | Ph | H | 粘性油 |
5-3 | b1 | r6 | Ph | H | 粘性油 |
5-4 | b25 | r6 | 4-Cl-Ph | H | [125-128]a |
5-5 | b25 | r6 | 4-Cl-Ph | H | [169-170]a |
5-6 | b25 | r22 | 4-Cl-Ph | H | [187-189]a |
5-7 | b25 | r22 | 4-Cl-Ph | H | [127-129]a |
5-8 | b25 | r6 | 4-Cl-Ph | Me | nD 26.71.4819 |
5-9 | b25 | r22 | 4-Cl-Ph | Me | nD 27.71.5082 |
5-10 | b25 | r6 | 2,6-Cl2 | Me | nD 27.51.4506 |
5-11 | b25 | r6 | 4-tBu-P | H | [74-76] |
5-12 | b25 | r22 | 4-tBu-P | H | [90-92]a |
5-13 | b25 | r22 | 4-tBu-P | H | [149-151]a |
5-14 | b1 | r22 | Ph | H | [69-71] |
5-15 | b25 | r6 | 4-CF3-P | H | [108-111]a |
5-16 | b25 | r6 | 4-CF3-P | H | [165-167]a |
5-17 | b25 | r22 | 4-CF3-P | H | [186-187] |
5-18 | b25 | r6 | 4-F-Ph | H | [79-83]a |
5-19 | b25 | r6 | 4-F-Ph | H | [149-152]a |
5-20 | b25 | r22 | 4-F-Ph | H | [150-169] |
5-21 | b25 | r6 | Ph | Et | nD 22.61.5315 |
5-22 | b25 | r6 | Ph | nPr | [73-74]a |
5-23 | b25 | r6 | Ph | nPr | nD 23.01.5203 |
5-24 | b25 | r6 | Ph | nHex | nD 22.61.4998 |
5-25 | b1 | r6 | 4-tBu-P | H | nD 22.61.5305 |
5-26 | b1 | r22 | 4-tBu-P | H | nD 22.61.5878 |
5-27 | b25 | r6 | 4-Me-Ph | H | [125-126]a |
5-28 | b25 | r6 | 4-Me-Ph | H | [198-199]a |
5-29 | b25 | r22 | 4-Me-Ph | H | [112-113]a |
表5(续)
No. | B | R | Y | Xa | 物理常数* |
5-30 | b25 | r22 | 4-Me-Ph | H | [216-217]a |
5-31 | b25 | r6 | 4-Et-Ph | H | [74-75]a |
5-32 | b25 | r6 | 4-Et-Ph | H | [179-180]a |
5-33 | b25 | r22 | 4-Et-Ph | H | [77-78]a |
5-34 | b25 | r22 | 4-Et-Ph | H | [187-189]a |
5-35 | b27 | r6 | 4-F-Ph | H | nD 22.81.5420a |
5-36 | b27 | r6 | 4-F-Ph | H | 无定型 a |
5-37 | b27 | r22 | 4-F-Ph | H | nD 23.51.6175a |
5-38 | b27 | r22 | 4-F-Ph | H | nD 23.21.6030a |
5-39 | 5-氯-3-乙基-1-甲基-吡唑-4-基 | r6 | 4-F-Ph | H | [153-154]a |
5-40 | 5-氯-3-乙基-1-甲基-吡唑-4-基 | r6 | 4-F-Ph | H | [51-52]a |
5-41 | 5-氯-3-乙基-1-甲基-吡唑-4-基 | r22 | 4-F-Ph | H | [141-143]a |
5-42 | 5-氯-3-乙基-1-甲基-吡唑-4-基 | r22 | 4-F-Ph | H | nD 22.81.6048a |
5-43 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | r6 | 4-F-Ph | H | [126-128]a |
5-44 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | r6 | 4-F-Ph | H | nD 22.91.5715a |
5-45 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | r22 | 4-F-Ph | H | nD 23.31.5958a |
5-46 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | r22 | 4-F-Ph | H | nD 23.21.6098a |
5-47 | b25 | r6 | tBu | H | [138-141] |
5-48 | b25 | r22 | tBu | H | [100-102]a |
5-49 | b25 | r22 | tBu | H | [127-129]a |
5-50 | b25 | r6 | tBu | Me | [75-77] |
5-51 | b25 | r6 | cPen | Me | nD 26.31.4159 |
5-52 | b1 | H | Ph | H | 粘性油 |
5-53 | b1 | H | 4-tBu-P | H | 粘性油 |
表5(续)
No. | B | R | Y | Xa | 物理常数* |
5-54 | b25 | H | Ph | H | 粘性油 |
5-55 | b25 | H | 4-Cl-Ph | H | 粘性油 |
5-56 | b25 | H | 4-tBu-P | H | [143-145] |
5-57 | b25 | H | 4-CF3-P | H | 粘性油 |
5-58 | b25 | H | 4-F-Ph | H | 粘性油 |
5-59 | b25 | H | 4-Me-Ph | H | 粘性油 |
5-60 | b25 | H | 4-Et-Ph | H | 粘性油 |
5-61 | b27 | H | 4-F-Ph | H | 粘性油 |
5-62 | 5-氯-3-乙基-1-甲基-吡唑-4-基 | H | 4-F-Ph | H | 粘性油 |
5-63 | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | H | 4-F-Ph | H | 粘性油 |
表6
No. | B | R | Xn | PhysicalConstant* |
6-1 | b25 | r6 | - | [66-67] |
6-2 | b25 | r22 | - | [96-98]a |
6-3 | b25 | r22 | - | [104-105]a |
6-4 | b25 | r6 | 4-Cl | [65-68] |
6-5 | b25 | r6 | 4-tBu | nD 20.71.4970 |
6-6 | b25 | r6 | 4-tBu | nD 20.71.4929 |
6-7 | b25 | r22 | 4-tBu | [104-106]a |
6-8 | b25 | r22 | 4-tBu | [129-132]a |
6-9 | b25 | r6 | 4-F | [70-72] |
6-10 | b25 | r22 | 4-F | [96-98]a |
6-11 | b25 | r22 | 4-F | [80-82]a |
6-12 | b25 | r51 | 4-F | nD 20.71.4825 |
6-13 | b25 | r6 | 2,6-F2 | nD 27.41.4148 |
6-14 | b25 | r22 | 2,6-F2 | [86-88]a |
6-15 | b25 | r22 | 2,6-F2 | [121-123]a |
6-16 | b25 | r6 | 4-CF3 | nD 20.71.4729 |
6-17 | b25 | r22 | 4-CF3 | [74-75] |
6-18 | b25 | r23 | 4-CF3 | [41-44] |
6-19 | b25 | r24 | 4-CF3 | nD 20.51.4955 |
6-20 | b25 | r25 | 4-CF3 | nD 20.61.4809 |
6-21 | b25 | r51 | 4-CF3 | nD 20.71.4671 |
6-22 | b25 | r6 | 3-OPh | nD 26.11.4984 |
6-23 | b25 | r22 | 3-OPh | nD 26.11.5091 |
6-24 | b25 | r6 | 4-O-(3-Cl-5-CF3-吡啶-2-基) | [137-139] |
表7
表7(续)表8
No. | A | B | R | 物理常数* |
7-1 | CH2 CH2 CH2Ph | b25 | r6 | 粘性油 |
7-2 | CH2 CH2-(1-萘基) | b25 | r6 | [92-94] |
7-3 | CH2 CH2 tBu | b25 | r6 | nD 23.51.4605 |
7-4 | CH2 CH2 tBu | b25 | r22 | [70-71]a |
7-5 | CH2 CH2 tBu | b25 | r22 | [127-129]a |
7-6 | CH2 CH2 CN | b25 | r6 | nD 22.21.4689 |
7-7 | CH2 CH2 cPen | b25 | r6 | nD 23.21.4750 |
7-8 | CH2 CH2 cPen | b25 | r22 | nD 23.21.5018 |
7-9 | CH2 CH2 cPen | b25 | r22 | [89-90]a |
7-10 | CH2 CH2 cHex | b25 | r6 | nD23.81.4764 |
7-11 | CH2 CH2 cHex | b25 | r22 | nD 23.11.4966 |
7-12 | CH2 CH2 cHex | b25 | r22 | [101-102]a |
7-13 | CH2 CH2-噻吩-2-基) | b25 | r6 | [54-55] |
7-14 | CH2 CH2-(5-Cl-噻吩-2-基) | b25 | r6 | 粘性油 |
7-15 | CH2 CH2-(5-Cl-噻吩-2-基) | b25 | r22 | [70-71] |
7-16 | CH2 CH2 O-(4-Cl-Ph) | b25 | r6 | 无定型 |
7-17 | CH2 CH2 O-(4-Cl-Ph) | b25 | r6 | nD 20.71.5030 |
7-18 | CH2 CH2 S-(4-Cl-Ph) | b25 | r6 | 无定型 |
7-19 | CH2 CH2 O-(2-Cl-Ph) | b25 | r6 | nD 21.51.5063 |
7-20 | CH2 CH2 O-(3-Cl-Ph) | b25 | r6 | nD 20.61.5013 |
7-21 | CH2 CH2 O-(4-Me-Ph) | b25 | r6 | nD 18.61.4822 |
7-22 | CH2 CH2 O-(4-Cl-Ph) | b25 | r51 | nD 20.91.5083 |
7-23 | CH2 CH2 O-(4-Cl-Ph) | b25 | r51 | nD 20.71.5054 |
7-24 | CH2 CH2 NMe-(4-Cl-Ph) | b25 | r6 | [100-102] |
7-25 | CH2 CH2 SO2-(4-Cl-Ph) | b25 | r6 | [131-132] |
7-26 | NMeCH2-(4-Cl-Ph) | b25 | r6 | [83-84] |
7-27 | NMeCH2-(4-Cl-Ph) | b25 | r6 | 粘性油 |
7-28 | CH2CHMe-(4-Cl-Ph) | b25 | r6 | nD 20.61.5017 |
7-29 | CH2CHMe-(4-Cl-Ph) | b25 | r22 | [90-93]a |
表8(续)
表8(续)
No. | B | R | Y | X5 | 物理常数* |
8-30 | b25 | r25 | 4-F-Ph | nPr | [69-71]a |
8-31 | b25 | r22 | 4-F-Ph | iPr | nD 23.11.5175 |
8-32 | b25 | r23 | 4-F-Ph | iPr | nD 23.11.5180 |
8-33 | b25 | r6 | 4-F-Ph | nBu | nD 20.71.5054 |
8-34 | b25 | r23 | 4-F-Ph | nBu | nD 20.71.5250 |
8-35 | b25 | r6 | 4-F-Ph | 烯丙基 | nD 23.01.5073 |
8-36 | b25 | r22 | 4-F-Ph | 烯丙基 | nD 23.11.5373 |
8-37 | b25 | r6 | 4-F-Ph | CH2Ph | 粘性油 |
8-38 | b25 | r22 | 4-F-Ph | CH2Ph | nD 20.71.5550 |
8-39 | b25 | r6 | 2,4-F2-Ph | Et | nD 26.21.4757 |
8-40 | b25 | r23 | 2,4-F2-Ph | Et | nD 27.11.4140 |
8-41 | b25 | r23 | 2,4-F2-Ph | Et | [67-69]a |
8-42 | b25 | r24 | 2,4-F2-Ph | Et | nD 27.01.4318 |
8-43 | b25 | r24 | 2,4-F2-Ph | Et | [75-77]a |
8-44 | b25 | r6 | 4-CF3-Ph | Et | nD 22.51.4863 |
8-45 | b25 | r6 | 4-CF3-Ph | Et | nD 24.01.5322 |
8-46 | b25 | r22 | 4-CF3-Ph | Et | [85-87]a |
8-47 | b25 | r22 | 4-CF3-Ph | Et | nD 22.41.5025 |
8-48 | b25 | r23 | 4-CF3-Ph | Et | [83-85]a |
8-49 | b25 | r23 | 4-CF3-Ph | Et | nD 22.71.5144 |
8-50 | b25 | r24 | 4-CF3-Ph | Et | nD 22.61.5045 |
8-51 | b25 | r24 | 4-CF3-Ph | Et | nD 22.61.5129 |
8-52 | b25 | r25 | 4-CF3-Ph | Et | nD 22.61.5095 |
8-53 | b25 | r25 | 4-CF3-Ph | Et | nD 22.61.5112 |
8-54 | b25 | r6 | 4-CF3-Ph | nPr | nD 20.51.4742 |
8-55 | b25 | r23 | 4-CF3-Ph | nPr | nD 20.41.4954 |
8-56 | b25 | r24 | 4-CF3-Ph | nPr | nD 20.41.4866 |
8-57 | b25 | r6 | 4-CF3-Ph | iPr | [93-94] |
8-58 | b25 | r23 | 4-CF3-Ph | iPr | nD 21.61.4806 |
8-59 | b25 | H | 4-Cl-Ph | Et | [76-78] |
8-60 | b25 | H | 4-Cl-Ph | nPr | 粘性油 |
8-61 | b25 | H | 4-Cl-Ph | iPr | 粘性油 |
表8(续)
No. | B | R | Y | X5 | PhysicalConstant* |
8-94 | b25 | r22 | tBu | Et | nD 19.61.4890 |
8-95 | b25 | Me | 4-CF3-Ph | Et | nD 20.01.4953 |
8-96 | b1 | r6 | 2-氯吡啶-5-基 | Et | nD 22.31.5220 |
8-97 | b1 | r22 | 2-氯吡啶-5-基 | Et | [75-77] |
8-98 | b1 | r6 | Me | CH2Ph | nD 21.91.5094 |
8-99 | b1 | r6 | Me | nHex | nD 22.91.4902 |
8-10 | b25 | r6 | Me | CH2Ph | nD 23.11.4878 |
8-10 | b25 | r6 | Me | CH2Ph | nD 23.41.5068 |
表9
No. | B | R | Y | X5 | 物理常数* |
9-1 | b25 | r6 | 4-F-Ph | Et | nD 20.61.5054 |
9-2 | b25 | r23 | 4-F-Ph | Et | nD 20.61.5273 |
9-3 | b25 | r6 | 4-F-Ph | nPr | nD 23.91.4945 |
9-4 | b25 | r23 | 4-F-Ph | nPr | nD 23.91.5100 |
9-5 | b25 | r6 | 4-F-Ph | iPr | nD 20.51.5004 |
9-6 | b25 | r23 | 4-F-Ph | iPr | nD 20.51.5231 |
9-7 | b25 | r6 | 4-CF3-Ph | Et | nD 26.81.4346 |
9-8 | b25 | r22 | 4-CF3-Ph | Et | nD 26.01.5387 |
9-9 | b25 | r23 | 4-CF3-Ph | Et | nD 27.61.4168 |
9-10 | b25 | r6 | 4-CF3-Ph | nPr | nD 27.21.4187 |
9-11 | b25 | r22 | 4-CF3-Ph | nPr | nD 22.41.5076 |
9-12 | b25 | r22 | 4-CF3-Ph | nPr | nD 22.41.5020 |
9-13 | b25 | r6 | 4-CF3-Ph | iPr | nD 26.01.4440 |
9-14 | b25 | r22 | 4-CF3-Ph | iPr | nD 26.41.4743 |
9-15 | b25 | r6 | tBu | Et | nD 23.71.4717 |
9-16 | b25 | r23 | tBu | Et | nD 22.81.4918 |
9-17 | b25 | H | 4-F-Ph | Et | 粘性油 |
9-18 | b25 | H | 4-F-Ph | nPr | 粘性油 |
9-19 | b25 | H | 4-F-Ph | iPr | 粘性油 |
9-20 | b25 | H | 4-CF3-Ph | Et | 粘性油 |
9-21 | b25 | H | 4-CF3-Ph | nPr | 粘性油 |
9-22 | b25 | H | 4-CF3-Ph | iPr | 粘性油 |
9-23 | b25 | H | tBu | Et | 粘性油 |
表10
No. | A | B | 物理常数* |
10-1 | CH2 CH2 Ph | b1 | 粘性油 |
10-2 | CH2 CH2-(4-Cl-Ph) | b25 | [74-76] |
10-3 | CH2 CH2 Ph | b23 | 粘性油 |
10-4 | CH2 CH2 Ph | b25 | 粘性油 |
10-5 | CH2 CH2-(2,4-Cl2-Ph) | b25 | 粘性油 |
10-6 | CH2 CH2-(4-CF3-Ph) | b25 | 粘性油 |
10-7 | CH2 CH2-(2,6-F2-Ph) | b25 | 粘性油 |
10-8 | CH2 CH2-(4-tBu-Ph) | b25 | 粘性油 |
10-9 | CH2 CH2-(4-Cl-Ph) | b27 | [88-89] |
10-10 | CH2 CH2-(2,4-F2-Ph) | b25 | 粘性油 |
10-11 | CH2 CH2-(4-Me-Ph) | b25 | 粘性油 |
10-12 | CH2 CH2-(4-F-Ph) | b25 | 粘性油 |
10-13 | CH2 CH2-(3-F-Ph) | b25 | 粘性油 |
10-14 | CH2 CH2-(3-Cl-Ph) | b25 | 粘性油 |
10-15 | CH2 CH2-(4-OMe-Ph) | b25 | 粘性油 |
10-16 | CH2 CH2-(4-Cl-Ph) | b27 | 粘性油 |
10-17 | CH2 CH2-(4-Cl-Ph) | b29 | 粘性油 |
10-18 | -[4-O-(3-Cl-5-CF3-吡啶-2-基)-Ph] | b25 | 粘性油 |
10-19 | CH2 CH2-(4-Cl-Ph) | b40 | 粘性油 |
10-20 | CH2 CH2-(4-OCF3-Ph) | b25 | 粘性油 |
10-21 | CH2 CH2-(4-Br-Ph) | b25 | 粘性油 |
10-22 | CH2 CH2-(4-F-Ph) | b26 | 粘性油 |
10-23 | CH2 CH2-(4-Cl-Ph) | b25 | 粘性油 |
10-24 | CH2 CH2-(3,4-Cl2-Ph) | b25 | 粘性油 |
10-25 | CH2 CH2-(2,5-Cl2-Ph) | b25 | 粘性油 |
10-26 | CH2 CH2-(4-Cl-Ph) | b1 | 粘性油 |
10-27 | CH2 CH2-(4-Cl-Ph) | b4 | 粘性油 |
10-28 | CH2 CH2-(4-Cl-Ph) | b2 | 粘性油 |
表10(续)
No. | A | B | 物理常数* |
10-29 | CH2 CH2-(4-Cl-Ph) | 2,6-Cl2-Ph | 粘性油 |
10-30 | CH2 CH2-(4-OiPr-Ph) | b25 | 粘性油 |
10-31 | CH2 CH2-(4-Ph-Ph) | b25 | 粘性油 |
10-32 | CH2 CH2-(4-Cl-2-F-Ph) | b25 | 粘性油 |
10-33 | CH2 CH2-(4-Cl-2-OEt-Ph) | b25 | 粘性油 |
10-34 | CH2 CH2-(4-CN-Ph) | b25 | 粘性油 |
10-35 | CH2 CH2-(4-OPh-Ph) | b25 | 粘性油 |
10-36 | CH2 CH2-(4-Cl-Ph) | 5-氯-3-乙基-1-甲基-吡唑-4-基 | 粘性油 |
10-37 | 4 CH2 CH2-(4-Cl-Ph) | 5-氯-1-甲基-3-正丙基-吡唑-4-基 | 粘性油 |
10-38 | CH2 CH2-(4-Cl-Ph) | b25 | 粘性油 |
10-39 | CH2 CH2-(4-tBu-Ph) | b25 | 粘性油 |
10-40 | CH2 CH2 CH2Ph | b25 | 粘性油 |
10-41 | CH2 CH2(1-萘基) | b25 | 粘性油 |
10-42 | CH2 CH2 tBu | b25 | 粘性油 |
10-43 | CH2 CH2 CN | b25 | 粘性油 |
10-44 | CH2 CH2 cPen | b25 | 粘性油 |
10-45 | CH2 CH2 cHex | b25 | 粘性油 |
10-46 | CH2CH2-(噻吩-2-基) | b25 | 粘性油 |
10-47 | CH2 CH2-(5-Cl-噻吩-2-基) | b25 | 粘性油 |
10-48 | CH2 CH2 O-(4-Cl-Ph) | b25 | [126-128] |
10-49 | CH2 CH2 S-(4-Cl-Ph) | b25 | [78-80] |
10-50 | CH2 CH2 O-(2-Cl-Ph) | b25 | [122-124] |
10-51 | CH2 CH2 O-(3-Cl-Ph) | b25 | [85-87] |
10-52 | CH2 CH2 O-(4-Me-Ph) | b25 | [119-121] |
10-53 | CH2 CH2 NMe-(4-Cl-Ph) | b25 | 粘性油 |
10-54 | CH2 CH2 SO2-(4-Cl-Ph) | b25 | 粘性油 |
10-55 | NMeCH2-(4-Cl-Ph) | b25 | 粘性油 |
10-56 | CH2CHMe-(4-Cl-Ph) | b25 | 粘性油 |
10-57 | CHMeCH2-(4-Cl-Ph) | b25 | 粘性油 |
10-58 | CMe2CH2-(4-Cl-Ph) | b25 | 粘性油 |
10-59 | CH2≡(4-Cl-Ph) | b25 | 粘性油 |
表10(续)
表111H-NMR数据
No. | 1H-NMR(CDCl3,δppm) |
4-4 | 1.19(s,9H),2.67(t,2H),2.94(t,2H),6.95(t,2H),7.15-7.45(m,6H) |
4-5 | 1.21(s,9H),2.64(t,2H),2.92(t,2H),3.95(s,3H),7.19-7.3 8(m,5H) |
4-22 | 2.18(s,3H),2.31(s,3H),2.63(t,2H),2.90(t,2H),3.78(s,3H),7.16(d,2H),7.28(d,2H) |
4-57 | 2.30(s,3H),2.70(t,2H),2.95(t,2H),7.20-7.50(m,8H) |
4-58 | 2.29(s,3H),2.30(s,3H),2.70(t,2H),2.95(t,2H),7.20-7.40(m,8H) |
5-2 | 1.30(s,9H),6.29(d,1H),7.04(d,1H),7.23-7.32(m,4H),7.61-7.70(m,3H),7.79-7.85(m,1H) |
5-3 | 1.32(s,9H),6.93(d,1H),7.14(d,1H),7.33-7.49(m,4H),7.58-7.72(m,2H),7.73-7.85(m,2H) |
5-36 | 1.24(s,9H),2.25(s,3H),3.85(s,3H),6.35(d,1H),7.02(m,3H),7.36(m,2H) |
5-52 | 6.50(d,1H),7.43(m,1H),7.58(m,1H),7.64-7.72(m,4H),7.79-7.87(m,2H),7.95-8.03(m,2H) |
7-1 | 1.15(s,9H),1.95(m,2H),2.33(t,2H),2.70(t,2H),3.94(s,3H),7.16-7.33(m,5H) |
7-14 | 1.22(s,9H),2.62(t,2H),3.03(t,2H),3.93(s,3H),6.63(d,1H),6.73(d,1H) |
7-16 | 1.28(s,9H),2.61(m,2H),3.94(s,3H),4.09(t,2H),6.77(d,2H),7.21(d,2H) |
7-18 | 1.20(s,9H),2.75(m,2H),3.30(m,2H),3.92(s,3H),6.81(d,2H),7.23(d,2H) |
7-27 | 1.20(S,9H),2.68(S,3H),3.94(S,3H),4.05(S,3H),7.25(d,2H),7.33(d,2H) |
7-33 | 1.31(s,9H),3.97(s,3H),6.59(dd,2H),7.24-7.38(m,4H) |
7-34 | 1.25(s,9H),2.75(d,1H),3.05(d,1H),3.67-3.78(m,2H),3.97(s,3H),4.06-4.20(m,2H),7.31-7.48(m,4H) |
8-3 | 1.25(S,9H),1.34(d,6H),3.78(S,2H),4.50(m,1H),7.35(d,2H),7.58(2H,d) |
8-20 | 0.96(t,3H),1.33(t,3H),1.52-1.73(m,2H),2.82(t,2H),3.59(bs,2H),3.82(s,3H),4.23(q,2H),7.02(t,2H),7.35-7.47(m,2H) |
8-37 | 1.25(s,9H),3.80(s,3H),3.90(s,3H),5.25(s,2H),7.05-7.70(m,9H) |
10-3 | 2.20-2.40(m,2H),2.75-3.00(m,2H),4.03(dd,1H),7.02(t,2H),7.17-7.36(m,5H),7.45-7.58(m,1H) |
10-4 | 2.20-2.22(m,2H),2.78-3.01(m,2H),3.94(s,3H),4.16(dd,1H),7.18-7.37(m,5H) |
10-5 | 2.13-2.38(m,2H),2.85-3.09(m,2H),3.98(s,3H),4.25(dd,1H),7.22(bs,2H),7.39(s,1H) |
10-6 | 2.28(q,2H),2.90-3.05(m,2H),3.98(s,3H),4.25(dd,1H),7.33(d,2H),7.59(d,2H) |
10-7 | 2.15-2.40(m,2H),2.93(t,2H),3.98(s,3H),4.22(dd,1H),6.83-6.92(d,2H),7.15-7.27(d,2H) |
10-55 | 2.62(S,3H),3.80(S,2H),3.90(S,3H),7.30(m,4H) |
现在,将对包含本发明化合物的制剂的实施例加以说明。然而,应该注意添加剂的类型和混合比率不局限于下面的实施例中所描述的内容,可以在较大范围内改变。注意在如下所述的制剂实施例中的术语“份”表示“重量份”。
实施例13:可湿性粉剂
本发明的化合物 40份
硅藻土 53份
高级醇硫酸盐 4份
烷基磺酸萘 3份
将以上组分混合并研磨至微粒,由此得到本发明化合物的可湿性粉剂,活性组分含量为40%。
实施例14:乳油
本发明的化合物 30份
二甲苯 33份
二甲基甲酰胺 30份
聚氧化乙烯烷基烯丙醚 7份
将以上组分混合并制成溶液,由此得到本发明化合物的乳油,活性组分含量为30%。
实施例15:粉剂
本发明的化合物 10份
滑石粉 89份
聚氧化乙烯烷基烯丙醚 1份
将以上组分混合并研磨至微粒,由此得到本发明化合物的粉剂,活性组分含量为10%。
实施例16:颗粒剂
本发明的化合物 5份
粘土 73份
膨润土 20份
二辛基磺基琥珀酸钠盐 1份
磷酸钠 1份
将以上组分混合,充分地研磨,加入水,然后捏和并造粒,然后再干燥,由此得到本发明化合物的颗粒剂,活性组分含量为5%。
实施例17:胶悬剂
本发明的化合物 10份
木质素磺酸钠 4份
十二烷基苯磺酸钠 1份
黄原酸胶 0.2份
水 84.8份
将以上组分混合并经过湿法研磨至粒度小于1μm,由此得到本发明化合物的胶悬剂,活性组分含量为10%。
本发明工业用途:
现在,将结合如下所述的试验实施例说明根据本发明的化合物如何作为控制有害的昆虫和螨的控制剂。
(试验实施例1)相对于棉红蜘蛛的效果:
将十五只对有机磷杀虫剂获得抗病性的健康的成年雌性棉红蜘蛛分布在处于萌发后7-10天的菜豆的第一真叶上(该菜豆种植在直径约10厘米的器皿中)。将根据实施例13制备的包含本发明化合物的可湿性粉剂用水稀释以使浓度为以本发明化合物为基准的125ppm,然后向棉红蜘蛛喷洒该制备溶液。然后,将植物上的棉红蜘蛛置于温度保持在25℃且相对湿度保持在65%的房间中。三天后,检查棉红蜘蛛的死亡。重复进行该试验,以杀虫脒(先有技术杀螨剂)作为参照标准。在该试验中,使用125ppm的标准杀螨剂的棉红蜘蛛的死亡率为13%。
结果,以下化合物在3天后显示100%死亡效果。注意:以下化合物编号相当于表4至9中出现的化合物编号。
化合物编号:
4-1,4-2,4-3,4-5,4-6,4-7,4-8,4-9,4-11,4-12,4-14,4-15,4-16,4-17,4-18,4-19,4-21,4-22,4-24,4-25,4-26,4-27,4-29,4-30,4-31,4-32,4-33,4-34,4-35,4-36,4-37,4-38,4-39,4-40,4-41,4-42,4-43,4-44,4-45,4-46,4-47,4-48,4-49,4-50,4-51,4-52,4-53,4-56,4-59,4-60,4-61,4-62,4-70,4-71,4-72,4-73,4-74,4-75,4-76,4-77,4-78,4-79,4-80,4-81,4-82,4-84,4-85,4-89,4-90,4-91,4-92,4-93,4-96,
5-1,5-2,5-3,5-4,5-5,5-6,5-7,5-8,5-9,5-11,5-12,5-13,5-14,5-15,5-18,5-19,5-20,5-24,5-27,5-29,5-31,5-33,5-34,5-35,5-36,5-37,5-38,5-39,5-40,5-41,5-42,5-45,5-48,
6-9,6-10,6-11,6-12,6-16,6-17,6-18,6-19,6-20,6-21,6-24,
7-2,7-4,7-6,7-8,7-11,7-12,7-13,7-14,7-15,7-16,7-17,7-18,7-19,7-20,7-23,7-26,7-27,7-28,7-29,7-30,7-31,7-34,7-35,7-36,
8-1,8-2,8-3,8-4,8-5,8-6,8-7,8-7,8-9,8-11,8-12,8-13,8-14,8-15,8-16,8-17,8-18,8-19,8-20,8-21,8-22,8-23,8-24,8-25,8-26,8-27,8-28,8-29,8-30,8-31,8-32,8-33,8-34,8-35,8-36,8-37,8-38,8-39,8-40,8-41,8-42,8-43,8-44,8-45,8-46,8-47,8-48,8-49,8-50,8-51,8-52,8-53,8-54,8-55,8-56,8-57,8-58,8-64,8-65,8-70,8-73,8-76,8-77,8-78,8-79,8-80,8-92,8-93,8-94,8-95,8-96,8-97
9-1,9-2,9-3,9-4,9-5,9-6,9-7,9-8,9-9,9-10,9-11,9-12,9-13,9-14,9-15,9-16
(试验实施例2)相对于柑桔红蜘蛛的效果:
将十只成年雌性柑桔红蜘蛛分布在置于陪氏培养皿中的柑桔叶上。将根据实施例14制备的包含本发明化合物的乳油用水稀释以使浓度为以本发明化合物为基准的125ppm。然后使用循环喷洒器向柑桔叶上的柑桔红蜘蛛喷洒该溶液。将喷洒后的柑桔红蜘蛛置于温度保持在25℃且相对湿度保持在65%的房间中。三天后,检查柑桔红蜘蛛的死亡。重复进行该试验,以杀虫脒(先有技术杀螨剂)作为参照标准。在该试验中,使用125ppm的标准杀螨剂的柑桔红蜘蛛的死亡为50%。
结果,以下化合物在3天后显示100%死亡效果。注意:以下化合物编号相当于表4至10中出现的化合物编号。
化合物编号:
4-1,4-2,4-3,4-5,4-6,4-7,4-8,4-9,4-11,4-12,4-14,4-15,4-16,4-17,4-18,4-19,4-21,4-25,4-26,4-29,4-30,4-31,4-32,4-33,4-34,4-37,4-38,4-39,4-40,4-41,4-42,4-43,4-44,4-45,4-46,4-47,4-48,4-49,4-50,4-53,4-59,4-60,4-61,4-62,4-72,4-73,4-74,4-75,4-76,4-77,4-78,4-82,4-84,4-89,4-90,4-91,4-92,4-93,
5-1,5-2,5-3,5-4,5-5,5-7,5-8,5-9,5-11,5-12,5-13,5-14,5-15,5-16,5-18,5-19,5-20,5-22,5-23,5-24,5-27,5-28,5-29,5-30,5031,5-32,5-33,5-34,5-35,5-36,5-37,5-38,5-39,5-40,5-41,5-42,5-43,5-44,5-45,
6-4,6-9,6-10,6-11,6-12,6-16,6-17,6-18,6-19,6-20,6-21,6-24,
7-1,7-2,7-7,7-8,7-9,7-10,7-11,7-12,7-14,7-15,7-16,7-17,7-20,7-26,7-27,7-28,7-29,7-30,7-31,7-34,7-35,7-36,
8-1,8-2,8-3,8-4,8-5,8-6,8-7,8-8,8-9,8-10,8-11,8-12,8-13,8-14,8-15,8-16,8-17,8-18,8-19,8-20,8-21,8-22,8-23,8-24,8-25,8-26,8-27,8-28,8-29,8-30,8-31,8-32,8-33,8-34,8-35,8-36,8-37,8-38,8-39,8-40,8-41,8-42,8-43,8-44,8-45,8-46,8-47,8-48,8-49,8-50,8-51,8-52,8-53,8-54,8-55,8-56,8-57,8-59,8-64,8-65,8-70,8-73,8-76,8-77,8-78,8-79,8-80,8-92,8-93,8-94,
9-1,9-2,9-3,9-4,9-5,9-6,9-7,9-8,9-9,9-10,9-11,9-12,9-13,9-14,9-15,9-16
10-2,10-9
(试验实施例3)对于棉蚜的效果:
将健康的成年棉蚜分布在处于萌发后10天的黄瓜叶上(该黄瓜种植在直径约10cm的器皿中)。一日后,将全部释放的成年蚜转移走,得到其上产有蚜虫幼虫的黄瓜叶。将根据实施例14制备的包含本发明化合物的乳油用水稀释以使浓度为以本发明化合物为基准的125ppm。然后向蚜虫喷洒该制备溶液。然后,将植物上的蚜虫置于温度保持在25℃且相对湿度保持在65%的房间中。五天后,检查蚜虫的死亡。试验重复进行。
结果,以下化合物在5天后显示100%死亡效果。注意:以下化合物编号相当于表5,6和8中出现的化合物编号,且以抗蚜威(先有技术杀虫剂)作为参照标准。
化合物编号:
5-10,5-24,5-40
6-4,6-5,6-6,6-7,6-17,6-18,6-19,6-20,6-21
8-1,8-2,8-3,8-4,8-5,8-6,8-7,8-8,8-12,8-13,8-14,8-15,8-16,8-18,8-19,8-21,8-22,8-23,8-24,8-25,8-26,8-27,8-28,8-29,8-30,8-31,8-32,8-33,8-34,8-35,8-35,8-44,8-45,8-46,8-47,8-48,8-49,8-50,8-51,8-52,8-53,8-54,8-55,8-56,8-57,8-58,8-76,8-77,8-78,8-79,8-80,8-97
Claims (4)
1.以下式(1)代表的化合物:
(其中,
X1,X2,X3和X4各自独立地代表氢,卤素,C1-6烷基或C1-6卤代烷基;
X5代表氢,C1-6烷基,C2-6烯基,C2-6卤代烯基或可被取代的苯基C1-6烷基;
X6和X7各自独立地代表C1-6烷基,或X6和X7可以一起形成一个5到8元环;
Y代表选自氰基,C1-6烷基,C3-6环烷基,其中苯环可以被G1取代的苯基C1-6烷基,可被G1取代的苯基,可被G1取代的苯氧基,其中苯环可以被G1取代的苯氧基C1-6烷基,可被G1取代的苯硫基,其中苯环可以被G1取代的苯硫基C1-6烷基,可被G1取代的苯亚磺酰基,其中苯环可以为被G1取代的苯亚磺酰C1-6烷基,可被G1取代的苯磺酰,其中苯环可以被G1取代的苯磺酰C1-6烷基,可被G1取代的苯胺基,其中苯环可以被G1取代的苯胺基C1-6烷基,可被G1取代的噻吩基,其中噻吩环可以被G1取代的噻吩基C1-6烷基,可被G1取代的吡啶基和其中吡啶环可以被G1取代的吡啶基C1-6烷基;
Z代表氧,硫或被氢或C1-6烷基取代的氮;
G1代表硝基,氰基,卤素,C1-6烷基,C2-6烯基,C2-6炔基,C3-8环烷基,C1-6卤代烷基,C2-6卤代烯基,C1-6烷氧基,C1-6卤代烷氧基,C2-6链烯氧基,C2-6卤代烯氧基,C2-6炔基氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,三(C1-6烷基)甲硅烷基,C1-6烷氧基C1-6烷基,C1-6烷硫基C1-6烷基,C1-6烷基亚磺酰基C1-6烷基,C1-6烷基磺酰基C1-6烷基,C1-6烷基羰基,C1-6烷氧羰基,其中苯环可以被G2取代的苯基C1-6烷基,其中苯环可以被G2取代的苯基C1-6烷氧基,可被G3取代的噻吩基,可被G2取代的吡啶基,可被G2取代的吡啶基氧基,可被G4取代的苯基或可被G4取代的苯氧基;
G2代表C1-6烷基,卤素,C1-6卤代烷基或C1-6卤代烷氧基;
G3代表C1-6烷基或卤素;
G4代表硝基,氰基,卤素,C1-6烷基,C1-6卤代烷基,C1-6烷氧基,C1-6卤代烷氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,C1-6烷基羰基或C1-6烷氧羰基;)
B代表被W取代的苯基或被W取代的杂环基,
其中W代表硝基,氰基,卤素,C1-6烷基,C3-8环烷基,C1-6卤代烷基,C1-6烷氧基,C1-6卤代烷氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,C1-6烷基羰基,C1-6烷氧羰基,可被G5取代的苯基或可被G5取代的苯氧基,
其中G5代表硝基,氰基,卤素,C1-6烷基,C1-6卤代烷基,C1-6烷氧基,C1-6卤代烷氧基,C1-6烷硫基,C1-6烷基亚磺酰基,C1-6烷基磺酰基,C1-6烷基氨基,二(C1-6烷基)氨基,C1-6烷基羰基或C1-6烷氧羰基;
被W取代的杂环基选自三唑基,噻唑基,噁唑基,异噁唑基,异噻唑基,吡唑基,咪唑基,四唑基,氧杂二唑基,硫杂二唑基,噻吩基,呋喃基,吡咯基,吡啶基,哒嗪基,嘧啶基和吡嗪基;且
R代表氢,C1-6烷基,式COR1代表的基团,式CSR1代表的基团,式SO2R2代表的基团,C1-6烷基羰基氧基C1-6烷基,C3-6环烷基羰基氧基C1-6烷基或可选被取代的苯基羰基氧基C1-6烷基,
(其中R1代表C1-12烷基,C3-6环烷基,C1-6卤代烷基,C1-6烷氧基,C1-6烷硫基,C1-6烷基氨基,二(C1-6烷基)氨基,可被取代的苯基C1-6烷基,可被取代的苯基C1-6烷氧基或可被取代的苯基,和R2代表C1-12烷基或可被取代的苯基;)
然而,当B为被W取代的苯基或被W取代的吡啶基且R为氢、C1-6烷基、式COR1代表的基团、式CSR1代表的基团、或式SO2R2代表的基团之一时,A不是被G1取代的苄基。]
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CN110746356A (zh) * | 2019-11-28 | 2020-02-04 | 南通大学 | 含3-三氟甲基-5-氯吡唑结构的二氟甲基吡唑肟酯的制备方法和用途 |
CN110776463A (zh) * | 2019-11-28 | 2020-02-11 | 南通大学 | 含3-三氟甲基吡唑的吡唑肟类衍生物的制备和应用 |
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US8053452B2 (en) | 2007-06-29 | 2011-11-08 | Nissan Chemical Industries, Ltd. | Substituted isoxazoline or enone oxime compound, and pest control agent |
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TW513285B (en) * | 1997-02-14 | 2002-12-11 | Ishihara Sangyo Kaisha | Acrylonitrile compounds, process and intermediates for their production, method for controlling pests comprising using them and pesticides, fungicides and marine antifouling agents containing them |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110746356A (zh) * | 2019-11-28 | 2020-02-04 | 南通大学 | 含3-三氟甲基-5-氯吡唑结构的二氟甲基吡唑肟酯的制备方法和用途 |
CN110776463A (zh) * | 2019-11-28 | 2020-02-11 | 南通大学 | 含3-三氟甲基吡唑的吡唑肟类衍生物的制备和应用 |
CN110746356B (zh) * | 2019-11-28 | 2021-06-29 | 南通大学 | 含3-三氟甲基-5-氯吡唑结构的二氟甲基吡唑肟酯的制备方法和用途 |
CN110776463B (zh) * | 2019-11-28 | 2021-08-03 | 南通大学 | 含3-三氟甲基吡唑的吡唑肟类衍生物的制备和应用 |
Also Published As
Publication number | Publication date |
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JP4679781B2 (ja) | 2011-04-27 |
KR20020059648A (ko) | 2002-07-13 |
WO2001032609A1 (fr) | 2001-05-10 |
BR0015158A (pt) | 2002-10-29 |
AU7960400A (en) | 2001-05-14 |
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