THE REACTION OF (2-ALKYLIDENAMINOPHENYL)SULFIDES WITH DI-ISO-PROPYL PEROXYDICARBONATE - RADICAL VERSUS NONRADICAL PATHWAY

被引:21
作者
LEARDINI, R
NANNI, D
SANTORI, M
ZANARDI, G
机构
[1] Dipartimento di Chimica Organica A. Mangini, Università di Bologna, I-40136 Bologna
关键词
IMIDOYL RADICALS; HOMOLYTIC INTRAMOLECULAR SUBSTITUTION AT SULFUR; PEROXYDICARBONATE; IMINES; NONRADICAL ATTACK AT PEROXIDES;
D O I
10.1016/S0040-4020(01)88475-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2-methylthio- or 2-phenylthioarylimines with di-iso-propyl peroxydicarbonate (DPDC) is described. The phenylthio-derivatives undergo cyclization to benzothiazoles via a free-radical mechanism, whereas the methylthio-analogs afford arylthiomethyl iso-propyl carbonates, together with benzothiazoles as well; this last result could be accounted for with the intervention of a non-radical mechanism operating side by side with the radical one.
引用
收藏
页码:3961 / 3970
页数:10
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