Catalytic Decarboxylative Cross-Coupling of Aryl Chlorides and Benzoates without Activating ortho Substituents

Angewandte Chemie
Jie TangLukas J Goossen

Abstract

The restriction of decarboxylative cross-coupling reactions to ortho-substituted or heterocyclic carboxylate substrates was overcome by holistic optimization of a bimetallic Cu/Pd catalyst system. The combination of a CuI/Me4 phen decarboxylation catalyst and a [(MeCN)4 Pd](OTf)2 /XPhos cross-coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern.

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Citations

Feb 20, 2016·The Journal of Organic Chemistry·Asik HossianRanjan Jana
Nov 5, 2016·Organic Letters·Qipu DaiChangwen Hu
Nov 20, 2016·Chemistry : a European Journal·Tuhin Patra, Debabrata Maiti
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May 18, 2019·Chemical Communications : Chem Comm·Jacob M QuibellIgor Larrosa
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Jul 1, 2021·Chemical Society Reviews·Binlin ZhaoZhuangzhi Shi
Aug 14, 2019·The Journal of Organic Chemistry·Yongqi YuGangguo Zhu
Jul 2, 2019·Journal of the American Chemical Society·Liangbin HuangDaniel J Weix
Jun 21, 2018·The Journal of Organic Chemistry·Yongqi YuGangguo Zhu

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