SELENIUM-CATALYZED NONRADICAL CHLORINATION OF OLEFINS WITH N-CHLOROSUCCINIMIDE

被引:66
作者
HORI, T [1 ]
SHARPLESS, KB [1 ]
机构
[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139
关键词
D O I
10.1021/jo01337a046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Arylselenenyl chlorides (ArSeCl) or aryl di-selenides (ArSeSeAr) were effective as catalysts for the chlorination of olefins with N-chlorosuccinimide. The principal product is a rearranged allylic chloride, and the vinyl chloride is usually a minor product. Another method for nonradical allylic chlorination of olefins involves reaction of the olefin with TsN―S―O and N-chloro-succinimide and affords the unrearranged allylic chloride as the major product. © 1979, American Chemical Society. All rights reserved.
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页码:4204 / 4208
页数:5
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