DTBB-CATALYZED LITHIATION OF 1,4-DICHLORO-2-BUTYNE UNDER BARBIER CONDITIONS - SYNTHESIS OF FUNCTIONALIZED ALKYNES

被引:20
|
作者
GUIJARRO, A [1 ]
YUS, M [1 ]
机构
[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,E-03080 ALACANT,SPAIN
关键词
D O I
10.1016/0040-4020(94)00936-O
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 1,2-dichloro-2-butyne (1) with an excess of lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB, 2.5 mol %) in the presence of an electrophile [Me(3)SiCl, Bu(t)CHO, Me(2)CO, Et(2)CO, (CH2)(4)CO, (CH2)(5)CO, (CH2)(7)CO] in THF at -40 degrees C leads, after hydrolysis with water, to the corresponding disubstituted acetylenes 2 in moderate yields.
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页码:231 / 234
页数:4
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