Acid-catalyzed ortho-alkylation of anilines with styrenes:: An improved route to chiral anilines with bulky substituents

被引：58

作者：

Cherian, AE ^{[1
]}

Domski, GJ ^{[1
]}

Rose, JM ^{[1
]}

Lobkovsky, EB ^{[1
]}

Coates, GW ^{[1
]}

机构：

[1] Cornell Univ, Baker Lab, Dept Chem & Chem Biol, Ithaca, NY 14853 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 23期

关键词：

D O I：

10.1021/ol051916j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of para-substituted anilines with styrene derivatives at elevated temperatures, when catalyzed by CF3SO3H, results in highly chemoselective ortho-alkylation of the aniline. When R = H, dialkylation can be achieved by varying the ratio of styrene to aniline. Several different substituted anilines and styrenes were examined, and good yields (42-87%) were obtained, except in the case where electron-withdrawing substituents are present on the styrene.

引用

页码：5135 / 5137

页数：3

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