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通过铜(II)/铑(III)促进的氮杂迈克尔加成/三氟甲基化环化/氧化反应实现全取代三氟甲基吡咯的三组分串联合成。

Three-Component Cascade Synthesis of Fully Substituted Trifluoromethyl Pyrroles via a Cu(II)/Rh(III)-Promoted Aza-Michael Addition/Trifluoromethylation Cyclization/Oxidation Reaction.

作者信息

Ge Junying, Ding Qiuping, Wang Xinhua, Peng Yiyuan

机构信息

Key Laboratory of Functional Small Organic Molecule, Ministry of Education and Jiangxi's Key Laboratory of Green Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China.

出版信息

J Org Chem. 2020 Jun 19;85(12):7658-7665. doi: 10.1021/acs.joc.9b03470. Epub 2020 Jun 2.

DOI:10.1021/acs.joc.9b03470
PMID:32426980
Abstract

A three-component cascade reaction of 1,3-enynes, anilines, and Togni-II reagent has been developed to give fully substituted trifluoromethyl pyrroles with high regioselectivity under mild conditions. The transformation proceeds through a Cu(II)/Rh(III)-promoted cascade aza-Michael addition/trifluoromethylation cyclization/oxidation reaction, affording trifluoromethyl pyrrole derivatives as primary products.

摘要

已开发出一种1,3-烯炔、苯胺和Togni-II试剂的三组分串联反应,可在温和条件下以高区域选择性得到完全取代的三氟甲基吡咯。该转化过程通过铜(II)/铑(III)促进的串联氮杂迈克尔加成/三氟甲基化环化/氧化反应进行,得到三氟甲基吡咯衍生物作为主要产物。

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