α-Palladation of Imines as Entry to Dehydrogenative Heck Reaction: Aerobic Oxidative Cyclization of N-Allylimines to Pyrroles

被引：55

作者：

Chen, Zhiyuan ^{[1
]}

Lu, Beili ^{[1
]}

Ding, Zhenhua ^{[1
]}

Gao, Ke ^{[1
]}

Yoshikai, Naohiko ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 08期

基金：

新加坡国家研究基金会;

关键词：

H BOND FUNCTIONALIZATION; CATALYZED SYNTHESIS; ARYL ENAMINES; PALLADIUM; INDOLES; RUTHENIUM; ALDEHYDES; AROMATIZATION; ARYLATION; KETONES;

D O I：

10.1021/ol400638q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report here a palladium(II)-catalyzed oxidative cyclization reaction of N-allylimines derived from methyl ketones, typically acetophenones, affording pyrrole derivatives at room temperature under oxygen atmosphere. The reaction likely proceeds through alpha-palladation of the imine followed by olefin migratory insertion and beta-hydride elimination, thus representing a new example of aerobic dehydrogenative Heck cyclization.

引用

页码：1966 / 1969

页数：4

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