POLAR EFFECTS IN FREE-RADICAL REACTIONS - HOMOLYTIC HETEROAROMATIC SUBSTITUTIONS BY ALKYL BROMIDES

被引:39
|
作者
MINISCI, F
FONTANA, F
PIANESE, G
YAN, YM
机构
[1] Dipartimento di Chimica del Politecnico, 20133 Milano
来源
JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 16期
关键词
D O I
10.1021/jo00068a013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkyl bromides have been utilized for the first time as radical sources for heteroaromatic substitution. A variety of Procedures was revealed to be successful for bromine abstraction: Bu3SnH with AIBN, (Me3Si)3SiH with AIBN, PhSiH, Ph2SiH2, or Et3SiH associated with peroxides (H2O2, t-BuOOH, (t-BuO)2, (t-BuOOCO)2, (PhCOO)2). The importance of the polar effects is discussed.
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页码:4207 / 4211
页数:5
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