KR927003565A - Herbicidal pyrone compounds - Google Patents

Herbicidal pyrone compounds Download PDF

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KR927003565A
KR927003565A KR1019920701726A KR920701726A KR927003565A KR 927003565 A KR927003565 A KR 927003565A KR 1019920701726 A KR1019920701726 A KR 1019920701726A KR 920701726 A KR920701726 A KR 920701726A KR 927003565 A KR927003565 A KR 927003565A
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haloalkyl
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앤드리스 쥬리스 리이파
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던레나 피티와이. 리미티드
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings
    • A01N43/28—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3
    • A01N43/30—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/32—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/96—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings spiro-condensed with carbocyclic rings or ring systems

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  • Plural Heterocyclic Compounds (AREA)

Abstract

내용 없음No content

Description

제초성 피론류 화합물Herbicidal pyrone compounds

[도면의 간단한 설명][Brief Description of Drawings]

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (27)

하기식 (2)의 화합물 및 그것의 이성질체 및/또는 토우토머체:The compound of formula (2) and isomers and / or tautomers thereof: 상기식에서, A는 1 내지 4개 C1-C3 알킬 치환기로 임의로 치환된 C1-C4 알킬렌 또는 C3-C4 알케닐렌기이고; X는 O, S, SO, SO2, NR10 또는 단일 결합이며; R1은 H, C1-C4 알킬, C2-C4 알케닐, C2-C4 알키닐, C5-C6 시클로알킬, C5-C6 시클로알케닐, 1 내지 3개의 치환기로 임의로 치환된 페닐 (이때 치환기는 할로겐, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, 니트로, 시아노, C1-C4할로알킬, 아미노 및 C1-C4할로알콕시 중에서 선택됨), C1-C4알킬설포닐, 벤젠설포닐, C1-C4알킬카르보닐, C2-C8알콕시알킬, C2-C8알킬티오알킬, C7-C10페닐알킬 또는 M이고; R2는 C1-C6알킬, C2-C6알케닐, C2-C6알키닐, C1-C4할로알킬, C1-C4알킬티오, C3-C6시클로알킬, C5-C6시클로알케닐, 1 내지 3개의 치환기에 의해 임의로 치환된 페닐 (이때 치환기는 할로겐, C1-C4알킬, C1-C4알킬티오, 니트로, 시아노, C1-C4할로알킬, 아미노 및 C1-C4할로알콕시 중에서 선택됨), C2-C8알콕시알킬, C2-C8알킬티오알킬 또는 페닐, 페녹시 및 티오페녹시 중에서 선택된 치환기에 의해 치환된 C1-C4알킬 (이때 페닐기는 할로겐, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, 니트로, 시아노, 아미노, C1-C4할로알킬 및 C1-C4할로알콕시 중에서 선택된 1 내지 3개의 치환기에 의해 치환될 수 있음이고; R3와 R4는 독자적으로 H 또는 C1-C4알킬이며; R5와 R6는 독자적으로 C1-C4알킬, C2-C4알케닐, C2-C6알킬티오알킬, C1-C4할로알킬, C2-C4할로알케닐, C3-C6 시클로알킬, (C1-C4알콕시카르보닐기중에서 선택된 치환기로 임의의 치환됨) 및 페닐(할로겐, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, 니트로 시아노, C1-C4할로알킬 및 C1-C4할로알콕시 중에서 선택된 치환기로 치환될 수 있음)이거나; 또는 R5와 R6가 그것이 결합되어 있는 탄소와 함께 완전 포화 또는 불포화된 3- 원 내지 7-원의 카르보시클릭 고리를 형성하거나, 완전 포화 또는 불포화된 5- 원 내지 7-원의 헤테로시클릭 고리(0 내지 3개의 질소, 0 내지 2개의 산소 및 0 내지 2개의 황 원자 중에서 선택된 1 내지 3개의 헤테로 원자를 포함함)이며; 상기 고리는 할로겐, C1-C4알킬, C1-C4할로알킬, C2-C4알케닐, C2-C4알키닐, C1-C4알킬카르보닐, C1-C4알콕시, C1-C4알킬티오, C1-C4알콕시카르보닐, -COOH, C2-C8알콕시알킬, C2-C4알킬티오알킬 및 페닐(할로겐, C1-C4알콕시, C1-C4알킬티오, C1-C4할로알킬, 니트로 시아노 및 C1-C4할로알콕시 중에서 선택된 치환기로 임의로 치환됨) 중에서 선택되는 1 내지 4개의 치환기로 치환될 수 있으며; 상기 고리의 탄소원자 중 하나는 카르보닐기의 형태이거나 그것에 대응하는 디메틸, 디에틸 또는 에틸렌 또는 프로필렌 케탈일 수 있으며; R7, R8 및 R9은 독자적으로, H, 할로겐, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, C1-C4알킬설피닐, C1-C4알킬설포닐, C1-C4할로알킬, C1-C4할로알콕시, 니트로, 시아노, C1-C4알콕시카르보닐, C1-C4알킬 아미노카르보닐, C2-C6디알킬 아미노카르보닐, 아미노 카르보닐, 페닐, 아미노, C1-C4알킬아미노 또는 C2-C6디알킬아미노이며; R10은 H, C1-C4알킬 또는 페닐(할로겐, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, C1-C4할로알킬 및 C1-C4할로알콕시 중에서 선택된 1 내지 3개의 치환기로 임의로 치환됨)이며; M은 Li+, Na+, K+, NH4+, 또는 N(R11)4+이고, 이 때 R11은 C1-C4알킬이다.Wherein A is a C1-C4 alkylene or C3-C4 alkenylene group optionally substituted with 1 to 4 C1-C3 alkyl substituents; X is O, S, SO, SO2, NR10 or a single bond; R1 is H, C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, C5-C6 cycloalkyl, C5-C6 cycloalkenyl, phenyl optionally substituted with 1 to 3 substituents, wherein the substituent is halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, nitro, cyano, C 1 -C 4 haloalkyl, amino and C 1 -C 4 haloalkoxy), C 1 -C 4 alkylsulfonyl, benzenesulfonyl, C 1 -C 4 alkylcarbonyl, C 2 -C 8 alkoxyalkyl, C 2 -C 8 alkylthioalkyl, C 7 -C 10 phenylalkyl or M; R 2 is C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkylthio, C 3 -C 6 cycloalkyl, C 5 -C 6 cycloalkenyl, 1 to 3 substituents Phenyl optionally substituted by substituents selected from halogen, C 1 -C 4 alkyl, C 1 -C 4 alkylthio, nitro, cyano, C 1 -C 4 haloalkyl, amino and C 1 -C 4 haloalkoxy, C 2 -C 8 alkoxyalkyl, C 1 -C 4 alkyl substituted by C 2 -C 8 alkylthioalkyl or a substituent selected from phenyl, phenoxy and thiophenoxy, wherein the phenyl group is halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, nitro , Cyano, amino, C1-C4 haloalkyl and C1-C4 haloalkoxy, which may be substituted by one to three substituents; R3 and R4 are independently H or C1-C4 alkyl; R5 and R6 are Independently C1-C4 alkyl, C2-C4 alkenyl, C2-C6 alkylthioalkyl, C1-C4 haloalkyl, C2-C4 haloalkenyl, C3-C6 cycloalkyl, (C1-C4 alkoxycarbonyl group Optionally substituted with a substituent selected) and phenyl (halogen, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio, nitro cyano, C1-C4 haloalkyl and C1-C4 haloalkoxy) Or R5 and R6 together with the carbon to which it is attached form a fully saturated or unsaturated 3- to 7-membered carbocyclic ring, or a fully saturated or unsaturated 5- to 7-membered Is a heterocyclic ring of 0 to 3 nitrogens, 0 to 2 oxygen and 1 to 3 hetero atoms selected from 0 to 2 sulfur atoms; the ring is halogen, C 1 -C 4 alkyl, C 1- C4 haloalkyl, C2-C4 alkenyl, C2-C4 alkynyl, C1-C4 alkylcarbonyl, C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 alkoxycarbonyl, -COOH, C2-C8 alkoxyalkyl, C2-C4alkylthioalkyl and phenyl (halogen, C1-C4alkoxy, C1-C4alkylthio, C1-C4 haloalkyl, nitro cyano and C1-C4 haloalkoxy Optionally substituted with a substituent selected from a) optionally substituted with 1 to 4 substituents selected from and; One of the carbon atoms of the ring may be in the form of a carbonyl group or the corresponding dimethyl, diethyl or ethylene or propylene ketal; R 7, R 8 and R 9 are independently H, halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl, C 1 -C 4 alkylsulfonyl, C 1 -C 4 haloalkyl, C 1 -C 4 haloalkoxy, nitro, cyano, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkyl aminocarbonyl, C 2 -C 6 dialkyl aminocarbonyl, amino carbonyl, phenyl, amino, C 1 -C 4 alkylamino or C 2- C6 dialkylamino; R 10 is optionally substituted with 1 to 3 substituents selected from H, C 1 -C 4 alkyl or phenyl (halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 haloalkyl and C 1 -C 4 haloalkoxy) ); M is Li +, Na +, K +, NH 4 +, or N (R 11) 4 +, wherein R 11 is C 1 -C 4 alkyl. 제1항에 있어서, R1이 H이거나 M이고; R2는 C1-C4 알킬, C1-C4 할로알킬, C2-C4 알케닐 또는 C2-C4 알키닐인 것을 특징으로 하는 화합물.The compound of claim 1, wherein R 1 is H or M; R 2 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl or C 2 -C 4 alkynyl. 제2항에 있어서, A가 CH3 또는 C2H5로 임의로 치환된 C1-C2 알킬렌 또는 C3-C4 알케닐렌이고; R7, R8 및 R9이 독자적으로 H, Cl, Br, F, C1-C3 알킬, C1-C3 알콕시, C1-C3 알킬티오, C1-C3 할로알킬, C1-C3 할로알콕시, 니트로 시아노 또는 C1-C3 알콕시 카르보닐이며; 및 R10은 H 또는 CH3인 것을 특징으로 하는 화합물.The compound of claim 2, wherein A is C 1 -C 2 alkylene or C 3 -C 4 alkenylene optionally substituted with CH 3 or C 2 H 5; R7, R8 and R9 are independently H, Cl, Br, F, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 alkylthio, C1-C3 haloalkyl, C1-C3 haloalkoxy, nitro cyano or C1- C3 alkoxy carbonyl; And R 10 is H or CH 3. 제3항에 있어서, X가 O인 것을 특징으로 하는 화합물.4. A compound according to claim 3, wherein X is O. 제3항에 있어서, X가 S, SO 또는 SO2인 것을 특징으로 하는 화합물.4. A compound according to claim 3 wherein X is S, SO or SO2. 제3항에 있어서, X가 NR10 것을 특징으로 하는 화합물.The compound of claim 3, wherein X is NR 10. 제3항에 있어서, X가 단일 결합인 것을 특징으로 하는 화합물.The compound of claim 3, wherein X is a single bond. 제7항에 있어서, A가 -CH2-, -CH2CH2- 또는 -CH2CH=CH-; R1은 H, Li+, Na+ 또는 K+; R2는 CH3, C2H5, n-C3C7 또는 n-C4H9; R3와 R4는 독자적으로 H, CH3 또는 C2H5; 및 R7, R8 및 R9은 독자적으로 H, Cl, Br, F, CH3, C2H5, OCH3, OC2H5, SCH3, SC2H5, CF3, CHF2, CF2CF2, OCHF2, OCF3, OCH2CF3, NO2CN 또는 CO2CH3인 것을 특징으로 하는 화합물.8. A compound according to claim 7, wherein A is -CH2-, -CH2CH2- or -CH2CH = CH-; R 1 is H, Li +, Na + or K +; R2 is CH3, C2H5, n-C3C7 or n-C4H9; R3 and R4 are independently H, CH3 or C2H5; And R7, R8 and R9 are independently H, Cl, Br, F, CH3, C2H5, OCH3, OC2H5, SCH3, SC2H5, CF3, CHF2, CF2CF2, OCHF2, OCF3, OCH2CF3, NO2CN or CO2CH3 . 제7항에 있어서, R5와 R6가 독자적으로 C1-C4알킬, C2-C4알케닐, C2-C4알키닐, C1-C4알킬티오 또는 C2-C6알킬티오알킬인 것을 특징으로 하는 화합물.8. A compound according to claim 7, wherein R5 and R6 are independently C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, C1-C4 alkylthio or C2-C6 alkylthioalkyl. 제7항에 있어서, R5와 R8가 그것이 결합된 탄소원자와 함께 포화 또는 불포화된 5- 원, 6-원 또는 7- 원의 카르보시클릭 고리(이 고리는 1 내지 4개의 CH3기에 의해 임의로 치환됨)를 형성하는 것을 특징으로 하는 화합물.8. A 5-membered, 6- or 7-membered carbocyclic ring, wherein R 5 and R 8 are saturated or unsaturated with the carbon atom to which it is attached, wherein the ring is optionally substituted by 1 to 4 CH 3 groups. To form a compound). 제10항에 있어서, A가 -CH2-, -CH2CH2- 또는 -CH2CH=CH-; R1은 H, Li+, Na+ 또는 K+; R2는 CH3, C2H5, n-C3C7 또는 n-C4H9; R3와 R4는 독자적으로 H, CH3 ; 및 R7, R8 및 R9은 독자적으로 H, Cl, Br, F, CH3, C2H5, OCH3, OC2H5, SCH3, SC2H5, CF3, CHF2, CF2CF2, OCHF2, OCF3, OCH2CF3, NO2CN 또는 CO2CH3인 것을 특징으로 하는 화합물.The compound of claim 10, wherein A is —CH 2 —, —CH 2 CH 2 — or —CH 2 CH═CH—; R 1 is H, Li +, Na + or K +; R2 is CH3, C2H5, n-C3C7 or n-C4H9; R3 and R4 are independently H, CH3; And R7, R8 and R9 are independently H, Cl, Br, F, CH3, C2H5, OCH3, OC2H5, SCH3, SC2H5, CF3, CHF2, CF2CF2, OCHF2, OCF3, OCH2CF3, NO2CN or CO2CH3 . 제7항이 있어서, R5와 R6가 그것이 결합된 탄소 원자와 함께 포화 또는 불포화된 5- 원, 6-원 또는 7- 원의 헤테로시클릭고리를 형성하며, 이 고리는 0 내지 2의 질소, 0 내지 1의 산소 및 0 내지 2의 황 원자중에서 선택된 1 내지 2개의 헤테로원자를 포함하며, 임의로 1 내지 4개의 CH3기에 의해 치환되는 것을 특징으로 하는 화합물.8. The ring of claim 7, wherein R 5 and R 6 together with the carbon atom to which it is attached form a 5- or 6-membered or 7-membered heterocyclic ring which is saturated or unsaturated, which ring is 0 to 2 nitrogen, 0 A compound comprising 1 to 2 heteroatoms selected from 1 to 2 oxygen and 0 to 2 sulfur atoms, optionally substituted by 1 to 4 CH 3 groups. 제12항에 있어서, A가 -CH2-, -CH2CH2- 또는 -CH2CH=CH-; R1은 H, Li+, Na+ 또는 K+; R2는 CH3, C2H5, n-C3C7 또는 n-C4H9; R3와 R4는 독자적으로 H, CH3 또는 C2H5; 및 R7, R8 및 R9은 독자적으로 H, Cl, Br, F, CH3, C2H5, OCH3, OC2H5, SCH3, SC2H5, CF3, CHF2, CF2CF2, OCHF2, OCF3, OCH2CF3, NO2CN 또는 CO2CH3인 것을 특징으로 하는 화합물.The compound of claim 12, wherein A is —CH 2 —, —CH 2 CH 2 — or —CH 2 CH═CH—; R 1 is H, Li +, Na + or K +; R2 is CH3, C2H5, n-C3C7 or n-C4H9; R3 and R4 are independently H, CH3 or C2H5; And R7, R8 and R9 are independently H, Cl, Br, F, CH3, C2H5, OCH3, OC2H5, SCH3, SC2H5, CF3, CHF2, CF2CF2, OCHF2, OCF3, OCH2CF3, NO2CN or CO2CH3 . 하기식 (i) 의 8-[1-((3-클로로페닐)메톡시이미노)부틸]-9-히드록시-6-옥사스피로 [4, 5] 데크-8-엔-7-온.8- [1-((3-chlorophenyl) methoxyimino) butyl] -9-hydroxy-6-oxaspiro [4, 5] deck-8-en-7-one of formula (i) below. 하기식 (ii)의 9-히드록시-8-[1-(3-페닐알릴옥시이미노)부틸]-6-옥사스피로[4, 5]데크-8-엔-7-온.9-hydroxy-8- [1- (3-phenylallyloxyimino) butyl] -6-oxaspiro [4, 5] dec-8-en-7-one of formula (ii) below. 본원 명세서의 표 1 내지 4에 제시된 임의의 화합물.Any compound set forth in Tables 1-4 of the present specification. 제1항에서의 정의된 일반식 (2)의 화합물의 제조방법으로서, 하기 일반식(8)의 화합물을 하기 일반식(9)의 0-치환된 히드록시아민과 반응시켜서 R1이 수소인 하기 일반식(2)의 화합물을 산출하고, 필요하다면, 이 산출된 화합물을 공지된 방법에 의해 R1이 H 이외의 것인 화합물로 전환시키는 것을 특징으로 하는 방법:A process for preparing the compound of formula (2) as defined in claim 1, wherein the compound of formula (8) is reacted with a 0-substituted hydroxyamine of formula (9), wherein R 1 is hydrogen A method characterized by yielding a compound of formula (2) and, if necessary, converting the calculated compound into a compound wherein R 1 is other than H by a known method: 상기식에서, R1 내지 R9 및 A와 X는 제1항에서 규정한 바와 같다.Wherein R 1 to R 9 and A and X are as defined in claim 1. 제17항에 있어서, 상기식 (8)의 화합물이 하기식 (7)의 화합물을 아실화하고 프라이즈(Fries) 재배치 반응에 의해 이성질화 함으로써 제조되는 것을 특징으로 하는 방법:18. The process according to claim 17, wherein the compound of formula (8) is prepared by acylating the compound of formula (7) and isomerizing it by a Fries rearrangement reaction. 상기식에서, R4와 R5은 제1항에서 규정한 바와 같다.In the above formula, R4 and R5 are as defined in claim 1. 제18항에 있어서, 상기식 (7)의 화합물이 M+인 Li+인 아세토아세테이트에스테르 2가 음이온(a) 케톤(b)를 반응시키고; 이로써 수득한 생성물을 중간물질의 가수분해로 (또는 가수분해 없이) 고리화합으로써 제조되는 것을 특징으로 하는 방법:The acetoacetate ester divalent anion (a) ketone (b) is reacted according to claim 18, wherein the compound of formula (7) is Li + wherein M +; The product thus obtained is prepared by cyclization of the intermediate with (or without hydrolysis) hydrolysis: (-C(R3R4)COC-H2COOR) Li+M+ (a)(-C (R3R4) COC-H2COOR) Li + M + (a) R5-CO-R6 (b)R5-CO-R6 (b) 상기식에서, R3 내지 R6는 제1항에서의 규정한 바와 같다.In the above formula, R3 to R6 are as defined in claim 1. 제1항에서 정의된 식 (2)의 화합물과 그것의 불활성 담체를 포함하는 식물성장 억제용, 식물 손상용 또는 식물사명용 조성물.A composition for inhibiting plant growth, plant damage or plant life, comprising the compound of formula (2) as defined in claim 1 and an inert carrier thereof. 제1항에서 정의된 식 (2) 화합물의 유효량을 식물, 식물종자 또는 식물 성장배지에 살포하는 것을 포함하는 식물성장의 조절 방법.A method for regulating plant growth, comprising spraying an effective amount of the compound of formula (2) as defined in claim 1 onto a plant, plant seed or plant growth medium. 제11항에서 정의된 식 (2) 화합물의 유효량을 농작물 또는 그것의 재배지역에 살포하는 것을 포함하는, 광엽 농작물에 있어서 잡초를 선택적으로 억제, 손상 또는 사멸시키는 방법.A method of selectively inhibiting, damaging or killing weeds in broadleaf crops, comprising spraying an effective amount of the compound of formula (2) as defined in claim 11 on the crop or its growing area. 제1항에서 정의된 식 (2)의 화합물과 하나이상의 다른 제초제를 포함하는 제초용 조성물.A herbicidal composition comprising a compound of formula (2) as defined in claim 1 and at least one other herbicide. 제1항에서 정의된 식 (2)의 화합물과 그겻의 불활성 담체를 포함하는 식물성장 조절용 조성물.A composition for controlling plant growth, comprising the compound of formula (2) as defined in claim 1 and an inert carrier thereof. 식 (2)의 화합물을 제초제 또는 식물 성장 조절제로 사용하는 방법.A method of using the compound of formula (2) as a herbicide or plant growth regulator. 제18항에서 정의된 식 (7)의 화합물.A compound of formula (7) as defined in claim 18. 제17항에서 정의된 식 (8)의 화합물.A compound of formula (8) as defined in claim 17. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920701726A 1990-01-22 1991-01-17 Herbicidal pyrone compounds KR927003565A (en)

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AUPJ8283 1990-01-22
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PCT/AU1991/000019 WO1991010658A1 (en) 1990-01-22 1991-01-17 Herbicidal pyrones

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JPS58213775A (en) * 1982-06-07 1983-12-12 Sumitomo Chem Co Ltd 3-acyl-4-hydroxy-5,6-dihydro-2-pyrone, its preparation and fungicide containing said compound as active component
AU560716B2 (en) * 1983-05-20 1987-04-16 Ici Australia Limited Herbicidal tetrahydropyran-2,4-dione derivatives
AU621280B2 (en) * 1986-07-29 1992-03-12 Dunlena Pty. Limited Herbicidal pyrones
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