Nonconventional carbon additions to azomethines. Aryl amination/indoline synthesis by direct aryl radical addition to azomethine nitrogen

被引：56

作者：

Johnston, JN ^{[1
]}

Plotkin, MA ^{[1
]}

Viswanathan, R ^{[1
]}

Prabhakaran, EN ^{[1
]}

机构：

[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 07期

关键词：

D O I：

10.1021/ol007065r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The generality of a new method for aryl amination has been defined, Ketimines derived from o-bromophenethylamine cyclize to the N-substituted indoline when treated with (Bu3SnH)-Bu-n and a radical initiator. The pH-neutral conditions tolerate base- and acid-sensitive functionality, The observed regioselectivity is nonconventional for addition reactions involving carbon radicals and carbon-heteroatom pi -bonds.

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页码：1009 / 1011

页数：3

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