Base-mediated [3+2] annulation of trifluoroacetimidoyl chlorides and isocyanides: An improved approach for regioselective synthesis of 5-trifluoromethyl-imidazoles

被引：11
|
作者：
Hu, Sipei [1 ]
Yang, Hefei [1 ]
Chen, Zhengkai [1 ]
Wu, Xiao-Feng [1 ,2 ]
机构：
[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Peoples R China
[2] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, Rostock 18059, Germany
来源：
TETRAHEDRON | 2020年 / 76卷 / 19期
关键词：
Base-mediated; 3+2] annulation; Imidazoles; Trifluoroacetimidoyl chlorides; Isocyanides; EFFICIENT SYNTHESIS; CYCLIZATION REACTION; CROSS-CYCLOADDITION; FLUORINE; IMIDAZOLES; AMINES;
D O I：
10.1016/j.tet.2020.131168
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A t-BuOK-mediated [3+2] cycloaddition reaction of trifluoroacetimidoyl chlorides and active methylene isocyanides for the synthesis of 5-trifluoromethyl-imidazoles has been developed. Under mild reaction conditions, the transformation proceeds smoothly in the presence of t-BuOK to afford an array of structurally diverse 5-trifluoromethyl-imidazoles with high efficiency. (C) 2020 Elsevier Ltd. All rights reserved.
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页数：7
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