Intermolecular N-Heterocyclic Carbene Catalyzed Hydroacylation of Arynes

被引：128

作者：

Biju, Akkattu T. ^{[1
]}

Glorius, Frank ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 50期

关键词：

arynes; benzophenones; hydroacylation; N-heterocyclic carbenes; organocatalysis; COPE-TYPE HYDROAMINATION; STRAIGHTFORWARD SYNTHESIS; AROMATIC-ALDEHYDES; REGIOSELECTIVE SYNTHESIS; GENERAL-SYNTHESIS; COUPLING REACTION; EASY ACCESS; ALKYNES; BENZYNE; NHC;

D O I：

10.1002/anie.201005490

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A formal introduction: The conceptually new N-heterocyclic carbene catalyzed formal insertion of arynes into the Cformyl-H bond of aldehydes demonstrates the compatibility of nucleophilic NHCs with electrophilic arynes. This NHC-catalyzed hydroacylation of arynes allows the conversion of aliphatic, α,β-unsaturated, and aromatic aldehydes into aryl ketones; 27 examples and a preliminary mechanistic investigation are provided. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9761 / 9764

页数：4

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