CN110698360A - 一种可见光诱导无金属参与制备酰胺的方法 - Google Patents

一种可见光诱导无金属参与制备酰胺的方法 Download PDF

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CN110698360A
CN110698360A CN201911042692.5A CN201911042692A CN110698360A CN 110698360 A CN110698360 A CN 110698360A CN 201911042692 A CN201911042692 A CN 201911042692A CN 110698360 A CN110698360 A CN 110698360A
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宋汪泽
董锟
李明
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Abstract

本发明属于有机合成技术领域，提供了一种可见光诱导无金属参与制备酰胺的方法，步骤如下：在有机溶剂中，以9‑均三甲苯基‑10‑甲基吖啶四氟硼酸盐为光敏剂，催化硫代酸类化合物与胺类化合物的反应制备酰胺类化合物。本发明中新型酰胺的可见光诱导氧化还原合成的制备方法反应条件温和，产物收率不低于71％。这种绿色方法在形成酰胺键时表现出出色的官能团选择性，而不会影响其他官能团，例如醇，酚，醚，酯，卤素和杂环。

Description

一种可见光诱导无金属参与制备酰胺的方法
技术领域
本发明属于有机合成技术领域，涉及一种在可见光条件下通过氧化还原合成酰胺的方法。
背景技术
酰胺键不仅普遍存在于各种天然产物，肽，药品和精细化学品中，而且是有机合成中重要的官能团之一。2006年调查发现，三分之二的候选药物结构中含有酰胺键，如扑热息痛，褪黑素，吗氯贝胺和乙酰唑胺(Org.Biomol.Chem.2006, 4,2337-2347)。2016年的统计数据显示，现代文献中约60％的反应属于酰胺键形成(J.Med.Chem.2016,59,4443-4458)。因此，发展新的酰胺键的形成方法，在为有机合成和药物化学中有着重要的意义。
酰胺键主要是通过羧酸(或其衍生物)和胺进行缩合的方法形成的。这种方法通常需要严格无水条件及高温条件。除此之外，酰胺的形成也可以使用金属催化剂或化学计量偶联剂和碱来提高反应底物的活性，但是会产生过多的和不希望得到的化学废料。传统的酰胺合成方法需要苛刻且对环境不友好的条件，不符合绿色化学的要求。因此，发展形成绿色合成酰胺的新方法是非常紧迫和有意义的。
目前，充分利用光能源的光化学反应，被认为是绿色化学中一种有前途的反应。最近开发了许多光氧化还原体系来模拟光合作用过程，已经实现了光诱导的通过电子，原子或能量转移驱动的化学转变。通过光氧化还原催化的方式也可以制备酰胺。例如，Tan课题组使用Ru(bpy)3Cl2作为光敏剂通过生成二硫化物中间体来制备酰胺(ACS.Catal.2016,6,1732-1736)，Biswas的小组则公开了CdS纳米颗粒可作为多相光敏剂从硫代酸制备酰胺(Appl.Organomet.Chem. 2018,32,e4199)。但是，上述方法多是使用了昂贵或有毒的金属催化剂来用于转换光能。除此之外，还需要使用大量的有机碱或无机碱，限制了这些方法的进一步应用。因此，发展一种无金属，无碱和无添加剂的光氧化还原催化酰胺键形成的新策略是非常重要的，尤其是对金属残留指标要求较高的制药行业中。
本发明采用了各种硫代酸和胺类化合物为原料，使用2mol％Mes-Acr-MeBF4作为光敏剂，在36W蓝光灯照射下，反应5h，最终以71％～96％的收率得到了酰胺类化合物。该方法具有无金属，无碱和无添加剂，反应条件温和等优点。
发明内容
本发明要解决的技术问题是提供了一种使用Mes-Acr-MeBF4作为光敏剂可以在无金属，无碱和无添加剂条件下通过可见光来诱导酰胺键形成。
本发明的技术方案：
一种可见光诱导无金属参与制备酰胺的方法，步骤如下：
在有机溶剂中，以9-均三甲苯基-10-甲基吖啶四氟硼酸盐(Mes-Acr-MeBF4) 为光敏剂，催化硫代酸类化合物与胺类化合物的反应制备酰胺类化合物，反应式如下：
Figure BDA0002253288780000021
其中，R1和R2为烷基或芳基，R1和R2相同或不同；
I为硫代酸类化合物；
反应温度为室温，所用光源为蓝光灯，反应时间为5h，制备得到收率不低于71％的酰胺类化合物；
所述的硫代酸类化合物与胺的摩尔比为2:1，胺类化合物的浓度 0.01-0.1mmol/ml。
所述的9-均三甲苯基-10-甲基吖啶四氟硼酸盐的用量为胺类化合物的0.5～50mol％。
所述的有机溶剂为苯、甲苯、乙醚、甲基叔丁基醚、二氯甲烷、四氢呋喃、三氟甲苯、环己烷、石油醚中的一种或两种以上混合，优选溶剂为乙腈，二甲基亚砜或二甲基甲酰胺。
本发明的有益效果：本发明中新型酰胺的可见光诱导氧化还原合成的制备方法反应条件温和，产物收率不低于71％。这种绿色方法在形成酰胺键时表现出出色的官能团选择性，而不会影响其他官能团，例如醇，酚，醚，酯，卤素和杂环。
具体实施方式
以下结合技术方案，进一步说明本发明的具体实施方式。
实施例1：N-苯基乙酰胺(3a)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在36W蓝色LED 下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL)萃取。有机相用盐水洗涤，经Na2SO4干燥并旋干后，柱层析分离得到白色固体产物26mg，产率为96％。
Figure BDA0002253288780000031
1H NMR(400MHz,CDCl3,TMS):δ7.52(d,J＝8.0Hz,2H),7.46(brs,1H),7.33(t, J＝8.0Hz,2H),7.12(t,J＝8.0Hz,1H),2.19(s,3H).
实施例2：N-(对甲苯基)乙酰胺(3b)的制备
在空气下，将对甲基苯胺(0.2mmol，22mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物28mg，产率为93％。
1H NMR(400MHz,CDCl3,TMS):δ7.39(d,J＝8.0Hz,2H),7.38(s,1H),7.13(d,J ＝8.0Hz,2H),2.33(s,3H),2.17(s,3H).
实施例3：N-(4-甲氧基苯基)乙酰胺(3c)的制备
在空气下，将对甲氧基苯胺(0.2mmol，25mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物30mg，产率为92％。
Figure BDA0002253288780000042
1H NMR(400MHz,CDCl3,TMS):δ8.04(brs,1H),7.40(d,J＝12.0Hz,2H),6.83 (d,J＝12.0Hz,2H),3.77(s,2H),2.12(s,3H).
实施例4：N-(4-氯苯基)乙酰胺(3d)的制备
在空气下，将对氯苯胺(0.2mmol，26mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物25mg，产率为73％。
1H NMR(400MHz,CDCl3,TMS):δ7.47(d,J＝8.0Hz,2H),7.39(brs,1H),7.29(d, J＝8.0Hz,2H),2.19(s,3H).
实施例5：N-(4-氟苯基)乙酰胺(3e)的制备
在空气下，将对氟苯胺(0.2mmol，23mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物22mg，产率为73％。
Figure BDA0002253288780000052
1H NMR(400MHz,CDCl3,TMS):δ7.59(brs,1H),7.48-7.45(m,2H),7.01(t,J＝8.0Hz,2H),2.17(s,3H).
实施例6：N-(4-(羟甲基)苯基)乙酰胺(3f)的制备
在空气下，将对氨基苯甲醇(0.2mmol，27mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物26mg，产率为79％。
Figure BDA0002253288780000061
1H NMR(400MHz,CD3COCD3):δ9.19(brs,1H),7.60(d,J＝8.0Hz,2H),7.28(d, J＝8.0Hz,2H),4.58(d,J＝8.0Hz,2H),4.21(t,J＝8.0Hz,1H),2.08(s,3H).
实施例7：N-(4-羟苯基)乙酰胺(3g)的制备
在空气下，将对氨基苯酚(0.2mmol，22mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物24mg，产率为78％。
Figure BDA0002253288780000062
1H NMR(400MHz,CD3COCD3):δ8.97(brs,1H),8.18(s,1H),7.45(d,J＝8.0Hz, 2H),6.77(d,J＝8.0Hz,2H),2.04(s,3H).
实施例8：N-(间甲苯基)乙酰胺(3h)的制备
在空气下，将间甲苯胺(0.2mmol，22mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物26mg，产率为88％。
Figure BDA0002253288780000063
1H NMR(400MHz,CD3SOCD3,TMS):δ7.37-7.23(m,3H),7.23-7.21(m,1H),6.94 (d,J＝4.0Hz,1H),2.35(s,2H),2.18(s,3H).
实施例9：N-(邻甲苯基)乙酰胺(3i)的制备
在空气下，将邻甲苯胺(0.2mmol，25mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物25mg，产率为84％。
Figure BDA0002253288780000071
1H NMR(400MHz,CDCl3,TMS):δ7.71(d,J＝8.0Hz,1H),7.22-7.18(m,3H),7.09 (t,J＝8.0Hz,1H),2.26(s,3H),2.19(s,3H).
实施例10：N-(萘-2-基)乙酰胺(3j)的制备
在空气下，将2-萘胺(0.2mmol，29mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物32mg，产率为86％。
Figure BDA0002253288780000072
1H NMR(400MHz,CDCl3,TMS):δ8.20(s,1H),7.78(d,J＝8.0Hz,3H),7.73(brs,1H),7.49-7.40(m,3H),2.24(s,3H).
实施例11：N-(吡啶-4-基)乙酰胺(3k)的制备
在空气下，将4-氨基吡啶(0.2mmol，19mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物19mg，产率为71％。
1H NMR(400MHz,CD3SOCD3,TMS):δ10.31(s,1H),8.10(d,J＝4.0Hz,2H), 7.54(d,J＝4.0Hz,2H),2.09(s,3H).
实施例12：N-(4-氨基苯基)乙酰胺(3l)的制备
在空气下，将对苯二胺(0.2mmol，22mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代乙酸(0.4mmol，30mg)。将混合物在 36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物23mg，产率为75％。
1H NMR(400MHz,CD3SOCD3,TMS):δ9.48(s,1H),7.19(d,J＝8.0Hz,2H),6.49 (d,J＝8.0Hz,2H),4.91(s,2H),1.95(s,3H).
实施例13：N-苯基环己烷甲酰胺(3m)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代环己甲酸(0.4mmol，58mg)。将混合物在36W蓝色 LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL) 萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物34mg，产率为83％。
Figure BDA0002253288780000091
1H NMR(400MHz,CDCl3,TMS):δ7.55(d,J＝8.0Hz,2H),7.33-7.29(m,3H),7.11 (t,J＝8.0Hz,1H),2.29-2.22(m,1H),1.97(d,J＝12.0Hz,2H),1.86(d,J＝12.0Hz, 2H),1.61-1.52(m,2H),1.35-1.28(m,4H).
实施例14：3-甲基-N-苯基丁酰胺(3n)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代异戊酸(0.4mmol，48mg)。将混合物在36W蓝色LED 下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物28mg，产率为78％。
Figure BDA0002253288780000092
1H NMR(400MHz,CDCl3,TMS):δ7.54(d,J＝8.0Hz,2H),7.34(t,J＝8.0Hz,2H),7.14-7.11(m,2H),2.24(m,3H),1.04(d,J＝8.0Hz,6H).
实施例15：N-苯基庚酰胺(3o)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代庚酸(0.4mmol，59mg)。将混合物在36W蓝色LED 下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物35mg，产率为84％。
1H NMR(400MHz,CDCl3,TMS):δ7.54(d,J＝8.0Hz,3H),7.32(t,J＝8.0Hz,2H),7.11(t,J＝8.0Hz,1H),2.37(t,J＝8.0Hz,2H),1.73-1.70(m,2H),1.40-1.28(m, 6H),0.91(t,J＝8.0Hz,3H).
实施例16：N,2-二苯基乙酰胺(3p)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代苯乙酸(0.4mmol，61mg)。将混合物在36W蓝色LED 下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物33mg，产率为78％。
Figure BDA0002253288780000101
1H NMR(400MHz,CDCl3,TMS):δ7.63(brs,1H),7.47(d,J＝8.0Hz,2H), 7.42-7.38(m,2H),7.35-7.32(m,3H),7.30-7.26(m,2H),7.11(d,J＝8.0Hz,1H), 3.72(s,2H).
实施例17：N-苯基-2-(对甲苯基)乙酰胺(3q)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代4-甲基苯乙酸(0.4mmol，67mg)。将混合物在36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL) 萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物34mg，产率为73％。
1H NMR(400MHz,CDCl3,TMS):δ7.43(d,J＝8.0Hz,2H),7.32-7.24(m,6H), 7.12-7.08(m,2H),3.73(s,2H),2.40(s,3H).
实施例18：N，3-二苯基丙酰胺(3r)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代苯丙酸(0.4mmol，67mg)。将混合物在36W蓝色LED 下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物33mg，产率为74％。
Figure BDA0002253288780000111
1H NMR(400MHz,CDCl3,TMS):δ7.46(d,J＝8.0Hz,2H),7.32-7.24(m,8H),7.12 (d,J＝8.0Hz,1H),3.07(d,J＝8.0Hz,2H),2.68(d,J＝8.0Hz,2H).
实施例19：N-苯乙基苯甲酰胺(3s)的制备
在空气下，将苯乙胺(0.2mmol，25mg)溶于乙腈(2mL)，再加入 Mes-Acr-MeBF4(2mol％，2mg)及硫代苯甲酸(0.4mmol，56mg)。将混合物在36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc (3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物40mg，产率为89％。
Figure BDA0002253288780000112
1H NMR(400MHz,CDCl3,TMS):δ7.73(d,J＝8.0Hz,2H),7.46(t,J＝8.0Hz,1H),7.38(t,J＝8.0Hz,2H),7.31(t,J＝8.0Hz,2H),7.25-7.21(m,3H),6.61(brs,1H), 3.69(q,J＝8.0Hz,2H),2.92(t,J＝8.0Hz,2H).
实施例20：N-苯基苯甲酰胺(3t)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代苯甲酸(0.4mmol，56mg)。将混合物在36W蓝色LED 下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL)萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物30mg，产率为77％。
Figure BDA0002253288780000121
1H NMR(400MHz,CDCl3,TMS):δ7.99(brs,1H),7.89(d,J＝8.0Hz,2H),7.67(d, J＝8.0Hz,2H),7.56(t,J＝8.0Hz,1H),7.49(t,J＝8.0Hz,2H),7.39(t,J＝4.0Hz, 2H),7.17(t,J＝8.0Hz,1H).
实施例21：4-甲氧基-N-苯基苯甲酰胺(3u)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代对甲氧基苯甲酸(0.4mmol，68mg)。将混合物在36W 蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3 ×4mL)萃取。有机相用盐水洗涤，经Na2SO4干燥并旋干后，柱层析分离得到白色固体产物32mg，产率为71％。
Figure BDA0002253288780000122
1H NMR(400MHz,CDCl3,TMS):δ7.84(d,J＝8.0Hz,3H),7.63(d,J＝8.0Hz, 2H),7.36(t,J＝8.0Hz,2H),7.13-7.10(m,1H),6.96(d,J＝8.0Hz,2H),3.87(s, 3H).
实施例22：4-氯-N-苯基苯甲酰胺(3v)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代对氯苯甲酸(0.4mmol，69mg)。将混合物在36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL) 萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物38mg，产率为83％。
Figure BDA0002253288780000131
1H NMR(400MHz,CDCl3,TMS):δ7.85-7.79(m,3H),7.65(d,J＝8.0Hz,2H), 7.49(d,J＝8.0Hz,2H),7.40(t,J＝8.0Hz,2H),7.19(t,J＝8.0Hz,1H).
实施例23：4-氟-N-苯基苯甲酰胺(3w)的制备
在空气下，将苯胺(0.2mmol，19mg)溶于乙腈(2mL)，再加入Mes-Acr-MeBF4(2mol％，2mg)及硫代对氟苯甲酸(0.4mmol，63mg)。将混合物在36W蓝色LED下在室温搅拌5小时。用水(2mL)淬灭混合物，然后用EtOAc(3×4mL) 萃取。有机相用盐水洗涤，经Na2 SO4干燥并旋干后，柱层析分离得到白色固体产物38mg，产率为88％。
Figure BDA0002253288780000132
1H NMR(400MHz,CDCl3,TMS):δ7.93-7.89(m,2H),7.82(brs,1H),7.65(d,J＝8.0Hz,2H),7.40(t,J＝8.0Hz,2H),7.23-7.14(m,3H)。

Claims (3)

1.一种可见光诱导无金属参与制备酰胺的方法，其特征在于，步骤如下：
在有机溶剂中，以9-均三甲苯基-10-甲基吖啶四氟硼酸盐为光敏剂，催化硫代酸类化合物与胺类化合物的反应制备酰胺类化合物，反应式如下：
Figure FDA0002253288770000011
其中，R1和R2为烷基或芳基，R1和R2相同或不同；
I为硫代酸类化合物；
反应温度为室温，所用光源为蓝光灯，反应时间为5h，制备得到收率不低于71％的酰胺类化合物；
所述的硫代酸类化合物与胺的摩尔比为2:1，胺类化合物的浓度0.01-0.1mmol/ml。
2.根据权利要求1所述的可见光诱导无金属参与制备酰胺的方法，其特征在于，所述的9-均三甲苯基-10-甲基吖啶四氟硼酸盐的用量为胺类化合物的0.5～50mol％。
3.根据权利要求1或2所述的可见光诱导无金属参与制备酰胺的方法，其特征在于，所述的有机溶剂为苯、甲苯、乙醚、甲基叔丁基醚、二氯甲烷、四氢呋喃、三氟甲苯、环己烷、石油醚中的一种或两种以上混合。
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CN112125817A (zh) * 2020-10-14 2020-12-25 西北师范大学 一种叔酰胺类化合物的合成方法
CN112125817B (zh) * 2020-10-14 2023-01-13 西北师范大学 一种叔酰胺类化合物的合成方法
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CN113979885A (zh) * 2021-11-12 2022-01-28 温州大学 一种合成酰胺类化合物的方法
CN113979885B (zh) * 2021-11-12 2023-09-22 温州大学 一种合成酰胺类化合物的方法
CN114315957A (zh) * 2021-12-30 2022-04-12 深圳瑞德林生物技术有限公司 一种多肽的制备方法
CN116003279A (zh) * 2022-06-13 2023-04-25 苏州大学 一种绿色的n-甲基酰胺化合物的制备方法
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