ALPHA-HALOENONES FROM SECONDARY ALKYNOLS

[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.

[发布日期] 1991-05-06