Modular Synthesis of Phenanthridine Derivatives by Oxidative Cyclization of 2-Isocyanobiphenyls with Organoboron Reagents

被引：296

作者：

Tobisu, Mamoru ^{[1
]}

Koh, Keika ^{[2
]}

Furukawa, Takayuki ^{[2
]}

Chatani, Naoto ^{[2
]}

机构：

[1] Osaka Univ, Ctr Atom & Mol Technol, Grad Sch Engn, Suita, Osaka 5650871, Japan

[2] Osaka Univ, Dept Appl Chem, Fac Engn, Suita, Osaka 5650871, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 45期

关键词：

boronic acid; homolytic aromatic substitution; isocyanide; manganese; phenanthridine; HOMOLYTIC AROMATIC-SUBSTITUTION; CATALYZED DIRECT ARYLATION; C-H BONDS; 4+1 RADICAL ANNULATIONS; ARYLBORONIC ACIDS; UNACTIVATED ARENES; ANTITUMOR AGENTS; HETEROCYCLES; ISOCYANIDES; ISONITRILES;

D O I：

10.1002/anie.201206115

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Where HAS you been? A manganese-mediated annulation of 2-isocyanobiaryls with organoboronic acids is developed for the synthesis of a broad range of phenanthridine derivatives (see scheme). Mechanistic studies indicate that the reaction proceeds by the intramolecular homolytic aromatic substitution (HAS) of an imidoyl radical intermediate. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：11363 / 11366

页数：4

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