Cross-Coupling of Aryl Trifluoromethyl Sulfones with Arylboronates by Cooperative Palladium/Rhodium Catalysis

被引：30

作者：

Fukuda, Jun-ichi ^{[1
]}

Nogi, Keisuke ^{[1
]}

Yorimitsu, Hideki ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 22期

关键词：

ASYMMETRIC 1,4-ADDITION; ORGANOBORONIC ACIDS; ANILINE DERIVATIVES; BOND ACTIVATION; CLEAVAGE; RHODIUM; SALTS; FUNCTIONALIZATION; TRANSFORMATIONS;

D O I：

10.1021/acs.orglett.9b03393

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Suzuki-Miyaura arylation of aryl trifluoromethyl sulfones via C-SO2 bond cleavage has been developed by means of cooperative palladium/rhodium catalysis. A series of aryl trifluoromethyl sulfones and arylboronic acid neopentylglycol esters are converted to the corresponding biaryls. Mechanistic investigations suggest that (1) the rhodium catalyst mediates the transfer of the aryl ring from arylboronate to palladium, resulting in the acceleration of the transmetalation step, and (2) the C-C bond-forming reductive elimination step is the turnover-limiting step.

引用

页码：8987 / 8991

页数：5

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