RADICAL TRANSLOCATION REACTIONS ACROSS AMIDES - 1,5-HYDROGEN-TRANSFER REACTIONS OF O-IODOBENZAMIDES AND N-(O-IODOBENZYL) AMIDES

被引:71
作者
CURRAN, DP
LIU, HT
机构
[1] Department of Chemistry, University of Pittsburgh, Pittsburgh
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 11期
关键词
D O I
10.1039/p19940001377
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Radicals derived from N,N-disubstituted o-iodobenzamides undergo rapid 1.5-hydrogen-transfer reactions. The regioselectivity of these reactions is coupled to the rotamer population of the starting iodobenzamide. and the products vary with changing amide substituents. Related 1,5-hydrogen-transfer reactions are observed for N-alkyl-N-(o-iodobenzyl)-benzamides and -acetamides.
引用
收藏
页码:1377 / 1393
页数:17
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