Synthesis of 1,3-diynes via palladium-catalyzed reaction of 1,1-dibromo-1-alkenes

被引：90

作者：

Shen, W ^{[1
]}

Thomas, SA ^{[1
]}

机构：

[1] Abbott Labs, Div Pharmaceut Prod, Dept D4N6, Abbott Pk, IL 60064 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 18期

关键词：

D O I：

10.1021/ol006282p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both symmetric and unsymmetric 1,3-diynes were prepared from the palladium-catalyzed reaction of 1,l-dibromo-l-alkenes. The formation of symmetric 1,3-diynes 2 (homocoupling) was catalyzed by a weak ligand, tris(2-furyl)phosphine (TFP), and the addition of catalytic amount of Cul accelerated the reaction. The synthesis of unsymmetric 1,3-diynes 4 (the Sonogashira reaction) required a highly electron rich tris(4-methoxyphenyl)phosphine as the ligand, and Cul promotes the formation of byproduct 1,1-diynyl-1-alkenes 5.

引用

页码：2857 / 2860

页数：4

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