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钯催化三氟乙亚胺酰氯、炔丙基胺和二芳基碘鎓盐的四组分羰基化环化反应:合成含三氟甲基的三取代咪唑

Palladium-Catalyzed Four-Component Carbonylative Cyclization Reaction of Trifluoroacetimidoyl Chlorides, Propargyl Amines, and Diaryliodonium Salts: Access to Trifluoromethyl-Containing Trisubstituted Imidazoles.

作者信息

Chen Zhengkai, Wang Wei-Feng, Yang Hefei, Wu Xiao-Feng

机构信息

Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, People's Republic of China.

Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Straβe 29a, 18059 Rostock, Germany.

出版信息

Org Lett. 2020 Mar 6;22(5):1980-1984. doi: 10.1021/acs.orglett.0c00328. Epub 2020 Feb 18.

Abstract

A palladium-catalyzed four-component carbonylative cyclization reaction for the expeditious construction of trifluoromethyl-containing trisubstituted imidazoles has been achieved. With readily accessible trifluoroacetimidoyl chlorides, propargyl amines, and diaryliodonium salts as the starting materials, the carbonylative transformation proceeds smoothly under mild conditions to enable the formation of multifunctionalized imidazole molecules in a one-pot, one-step manner. Diaryliodonium salts serve as both oxidants and aryl sources in the reaction.

摘要

已实现了一种钯催化的四组分羰基化环化反应,用于快速构建含三氟甲基的三取代咪唑。以易于获得的三氟乙酰亚胺酰氯、炔丙基胺和二芳基碘鎓盐为起始原料,羰基化转化在温和条件下顺利进行,能够以一锅、一步的方式形成多功能化的咪唑分子。二芳基碘鎓盐在反应中既作为氧化剂又作为芳基源。

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