Ruthenium-Catalyzed Cross-Coupling of Ketones as an Alkenyl Electrophile with Organoborons via Cleavage of Alkenyl C-N Bonds of in Situ Generated Enamines

被引：6
|
作者：
Kogure, Yuya [1 ]
Ueno, Satoshi [1 ]
机构：
[1] Tokyo Univ Technol, Grad Sch Engn, Dept Appl Chem, Hachioji, Tokyo 1920982, Japan
来源：
ORGANIC LETTERS | 2022年
关键词：
CARBON-HETEROATOM BONDS; ANILINE DERIVATIVES; AROMATIC KETONES; VINYL HALIDES; H ARYLATION; ACTIVATION; FUNCTIONALIZATION; OLEFINS; AMINES;
D O I：
10.1021/acs.orglett.2c03765
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A ruthenium-catalyzed cross-coupling reaction of ketones with organoboronic esters was developed. In this reaction, ketones possessing a pyridine-directing group directly functions as an alkenyl electrophile for coupling with organoboronates in the presence of pyrrolidine and a ruthenium catalyst. This reaction proceeds via the catalytic cleavage of the alkenyl carbon-nitrogen bond in the enamines generated in situ from ketones with pyrrolidine, benzylamine, or isoindoline.
引用
收藏
页码：9233 / 9237
页数：5
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