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氮杂芳烃与硅烷羧酸的脱羧C-H硅基化反应

Decarboxylative C-H silylation of N-heteroarenes with silanecarboxylic acids.

作者信息

Zhang Guodong, Tian Ye, Zhang Chengyu, Li Xiang, Chen Feng

机构信息

School of Chemistry and Chemical Engineering, Yangzhou University, Siwangting Road 180, 225002, Yangzhou, China.

College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Chemical Additives for Industry, Shaanxi University of Science and Technology, Xi'an, 710021, Shaanxi, China.

出版信息

Chem Commun (Camb). 2023 Feb 23;59(17):2449-2452. doi: 10.1039/d2cc06380h.

Abstract

Established decarboxylative Minisci reactions are limited to aliphatic carboxylic acids, as their analogs, silanecarboxylic acids, have been rarely investigated. Herein, we present a new decarboxylative Minisci-type reaction of N-heteroarenes with silanecarboxylic acids under photo- or silver-mediated conditions. This C-H silylation strategy provides efficient access to diverse N-heteroarylsilanes in moderate to excellent yields with high regioselectivity, among which Ag-catalysed decarboxylation of silanecarboxylic acids furnishes an unprecedented method for silyl radical generation.

摘要

已有的脱羧Minisci反应仅限于脂肪族羧酸,因为其类似物硅烷羧酸很少被研究。在此,我们报道了一种在光或银介导条件下,氮杂芳烃与硅烷羧酸的新型脱羧Minisci型反应。这种C-H硅基化策略能够以中等到优异的产率和高区域选择性高效合成多种氮杂芳基硅烷,其中银催化的硅烷羧酸脱羧反应为硅基自由基的产生提供了一种前所未有的方法。

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