ALPHA-HALOENONES FROM SECONDARY ALKYNOLS

被引:30
作者
ANGARA, GJ [1 ]
MCNELIS, E [1 ]
机构
[1] NYU,DEPT CHEM,NEW YORK,NY 10003
关键词
D O I
10.1016/S0040-4039(00)71246-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Iodoenones and alpha-bromoenones are formed from secondary alkynols by the use of the appropriate N-halosuccinimide and a catalytic amount of certain Lewis acids. For example, 3-hexyn-2-ol (1) was converted to (Z)-4-iodo-4-hexen-3-one (2) in 85-95% yields with an equimolar quantity of NIS and tenth molar (hydroxy (toxyloxy) iodo) benzene (3) in methanol or 1-methyl-2-pyrrolididone.
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页码:2099 / 2100
页数:2
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