Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides

被引：40

作者：

Zhou, Tongliang ^{[1
]}

Xie, Pei-Pei ^{[2
]}

Ji, Chong-Lei ^{[2
]}

Hong, Xin ^{[2
]}

Szostak, Michal ^{[1
]}

机构：

[1] Rutgers State Univ, Dept Chem, Newark, NJ 07102 USA

[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 16期

关键词：

CARBOXYLIC-ACIDS; PRECATALYSTS; ACTIVATION; COMPLEXES; KETONES; AMIDES;

D O I：

10.1021/acs.orglett.0c02250

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report a catalyst system for Pd-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of aroyl chlorides with boronic acids to furnish biaryls. This strategy is suitable for a broad range of common aroyl chlorides and boronic acids. The synthetic utility is highlighted in the direct late-stage functionalization of pharmaceuticals and natural products capitalizing on the presence of carboxylic acid moiety. Extensive mechanistic and DFT studies provide key insight into the reaction mechanism and high decarbonylative cross-coupling selectivity.

引用

页码：6434 / 6440

页数：7

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