COMPETING RADICAL TRANSLOCATION REACTIONS OF TERTIARY N-(2-BROMOBENZYL)-ACETAMIDES AND N-(8-BROMONAPHTHYL)-ACETAMIDES

被引：40

作者：

DENENMARK, D ^{[1
]}

WINKLER, T ^{[1
]}

WALDNER, A ^{[1
]}

DEMESMAEKER, A ^{[1
]}

机构：

[1] CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(00)92516-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The radical translocation reactions in N,N-disubstituted acetamides 10a, 14a-d and trifluoroacetamides 10b, 14e-f have been studied by deuteration experiments with n-Bu3SnD. The intramolecular hydrogen atom transfer from the N-alkyl side chain to the aryl radical takes place through competing 6-, 7-, 8-membered ring transition states.

引用

页码：3613 / 3616

页数：4

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