Amide and Amine Nucleophiles in Polar Radical Crossover Cycloadditions: Synthesis of γ-Lactams and Pyrrolidines

被引：88

作者：

Gesmundo, Nathan J. ^{[1
]}

Grandjean, Jean-Marc M. ^{[1
]}

Nicewicz, David A. ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 05期

基金：

美国国家科学基金会;

关键词：

CATALYZED INTRAMOLECULAR HYDROAMINATION; ANTI-MARKOVNIKOV HYDROAMINATION; STEREOSELECTIVE-SYNTHESIS; UNACTIVATED ALKENES; OLEFINS; COMPLEX; DESIGN; ACIDS; ACCESS; ALKYL;

D O I：

10.1021/acs.orglett.5b00316

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this work we present a direct catalytic synthesis of gamma-lactams and pyrrolidines from alkenes and activated unsaturated amides or protected unsaturated amines, respectively. Using a mesityl acridinium single electron photooxidant and a thiophenol cocatalyst under irradiation, we are able to directly forge these important classes of heterocycles with complete regiocontrol.

引用

页码：1316 / 1319

页数：4

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