The reactivity of nitroxides towards alkenes

被引：22

作者：

Aldabbagh, F

Busfield, WK

Jenkins, ID ^{[1
]}

Thang, SH

机构：

[1] Griffith Univ, Sch Sci, Brisbane, Qld 4111, Australia

[2] CSIRO Mol Sci, Clayton S, Vic 3169, Australia

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 19期

关键词：

nitroxide; alkene; radical trapping; hydroxylamine;

D O I：

10.1016/S0040-4039(00)00440-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

At elevated temperatures, nitroxides (e.g. 1,1,3,3-tetramethyl-2,3-dihydroisoindol-2-yloxyl) undergo a slow addition reaction with acrylonitrile, methyl acrylate and styrene to give the bis-nitroxide adducts. With alkenes containing an allylic hydrogen such as methyl methacrylate and 6-methylene-1,4-oxathiepan-7-one, the major reaction observed was hydrogen abstraction. The resulting hydroxylamines can be trapped as Michael addition products. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3673 / 3676

页数：4

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