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银催化的活化烯烃与脂肪族羧酸的脱羧加成/环化反应

Silver-Catalyzed Decarboxylative Addition/Cyclization of Activated Alkenes with Aliphatic Carboxylic Acids.

作者信息

Xia Xiao-Feng, Zhu Su-Li, Chen Chao, Wang Haijun, Liang Yong-Min

机构信息

The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University , Wuxi, Jiangsu, 214122, China.

State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, China.

出版信息

J Org Chem. 2016 Feb 5;81(3):1277-84. doi: 10.1021/acs.joc.5b02594. Epub 2016 Jan 22.

Abstract

A silver-catalyzed decarboxylative addition/aryl migration/desulfonylation of N-phenyl-N-(phenylsulfonyl)methacrylamide with primary, secondary, and tertiary carboxylic acids was described. The protocol provides an efficient approach for the synthesis of α-all-carbon quaternary stereocenters amides and isoquinolinediones. It was proposed that the radical generated from the silver-catalyzed decarboxylation was involved in the sequence reaction.

摘要

描述了银催化的N-苯基-N-(苯基磺酰基)甲基丙烯酰胺与伯、仲和叔羧酸的脱羧加成/芳基迁移/脱磺酰化反应。该方法为合成α-全碳季立体中心酰胺和异喹啉二酮提供了一种有效途径。有人提出,银催化脱羧产生的自由基参与了该序列反应。

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