Transition-Metal-Catalyzed Alkylations of Amines with Alkyl Halides: Photoinduced, Copper-Catalyzed Couplings of Carbazoles

被引：199

作者：

Bissember, Alex C. ^{[1
]}

Lundgren, Rylan J. ^{[1
]}

Creutz, Sidney E. ^{[1
]}

Peters, Jonas C. ^{[1
]}

Fu, Gregory C. ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 19期

基金：

美国国家科学基金会; 加拿大自然科学与工程研究理事会;

关键词：

alkylations; amine; copper; homogeneous catalysis; photochemistry;

D O I：

10.1002/anie.201301202

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-alkylations of carbazoles with a variety of secondary and hindered primary alkyl iodides can be achieved by using a simple precatalyst (CuI) under mild conditions (0 °C) in the presence of a Brønsted base; at higher temperature (30 °C), secondary alkyl bromides also serve as suitable coupling partners. A Li[Cu(carbazolide)2] complex has been crystallographically characterized, and it may serve as an intermediate in the catalytic cycle. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5129 / 5133

页数：5

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