Palladium-catalyzed regioselective coupling of propargylic substrates with terminal alkynes. Application to the synthesis of 1,2-dien-4-ynes

被引:22
作者
Condon-Gueugnot, S [1 ]
Linstrumelle, C [1 ]
机构
[1] Ecole Normale Super, Chim Lab, F-75231 Paris 05, France
关键词
palladium-catalyzed; allene; propargyl halides;
D O I
10.1016/S0040-4020(00)00115-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed reaction of propargyl halides, tosylates and acetates with terminal alkynes is reported. The best yields are obtained from propargyl chlorides and 1-alkynes (i) in the presence of 2 equiv. of amine (triethylamine, diisopropylamine) in benzene, toluene or ethylacetate (ii) or in pure diisopropylamine. Propargyl acetates undergo the cross coupling reaction with moderate to high yields after modification of the general procedure. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1851 / 1857
页数:7
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