Sodium p-toluenesulfinate/copper(II) acetate in free radical reactions of 5-aryl substituted alkenes

被引：43

作者：

Wang, SF ^{[1
]}

Chuang, CP ^{[1
]}

Lee, JH ^{[1
]}

Liu, ST ^{[1
]}

机构：

[1] Natl Cheng Kung Univ, Dept Chem, Tainan 70101, Taiwan

来源：

TETRAHEDRON | 1999年 / 55卷 / 08期

关键词：

D O I：

10.1016/S0040-4020(99)00027-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

p-Toluenesulfonyl radical can be generated from sodium p-toluenesulfinate in aqueous acetic acid or formic acid. Sulfonyl radical mediating reaction of 5-aryl substituted alkenes with sodium p-toluenesulfinate/copper(II) acetate gave p-toluenesulfonylmethyl substituted naphthalene and isoquinoline derivatives. This reaction proceeded much raster in aqueous formic acid than in aqueous acetic acid. The cyclization mode (Ar-2-6 vs Ar-1-5) of the 5-phenyl-1-butly radical is strongly dependent on the geometry of the tether of the radical intermediate. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2273 / 2288

页数：16