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可见光介导的氧化还原活性酯与α,β-不饱和羧酸的双脱羧偶联反应

Visible-Light-Mediated Dual Decarboxylative Coupling of Redox-Active Esters with α,β-Unsaturated Carboxylic Acids.

作者信息

Zhang Jin-Jiang, Yang Jun-Cheng, Guo Li-Na, Duan Xin-Hua

机构信息

Department of Chemistry, School of Science and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, No. 28, Xianning West Road, Xi'an, 710049, China.

出版信息

Chemistry. 2017 Aug 1;23(43):10259-10263. doi: 10.1002/chem.201702200. Epub 2017 Jul 13.

Abstract

An efficient visible-light-induced decarboxylative coupling between α,β-unsaturated carboxylic acids and alkyl N-hydroxyphthalimide esters has been developed. A wide range of redox-active esters derived from aliphatic carboxylic acids (1°, 2° and 3°) proved viable in this dual decarboxylation process, affording a broad scope of substituted alkenes in moderate to excellent yields with good E/Z selectivities. This redox-neutral procedure was highlighted by its mild conditions, operational simplicity, easy accessibility of carboxylic acids, and excellent functional-group tolerance.

摘要

已开发出一种在可见光诱导下,α,β-不饱和羧酸与N-羟基邻苯二甲酰亚胺烷基酯之间高效的脱羧偶联反应。多种由脂肪族羧酸(伯、仲和叔)衍生的氧化还原活性酯在这种双脱羧过程中被证明是可行的,能够以中等至优异的产率和良好的E/Z选择性得到多种取代烯烃。该氧化还原中性过程具有条件温和、操作简便、羧酸易于获取以及对官能团耐受性优异等特点。

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