A copper-free palladium catalyzed cross coupling reaction of vinyl tosylates with terminal acetylenes

被引：111

作者：

Fu, XY ^{[1
]}

Zhang, SY ^{[1
]}

Yin, JG ^{[1
]}

Schumacher, DP ^{[1
]}

机构：

[1] Schering Plough Res Inst, Dept Synthet Chem, Union, NJ 07083 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 37期

关键词：

vinyl tosylate; copper-free Sonogashira reaction;

D O I：

10.1016/S0040-4039(02)01447-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-free palladium-catalyzed cross coupling of vinyl tosylate (2) and terminal acetylenes was investigated, affording a convenient and efficient method for construction of an sp-sp(2) carbon-carbon bond. The tosylate (2) derived from 1,3-cyclohexanedione was reacted with terminal acetylene under the copper-free conditions at ambient temperature, in the presence of palladium acetate and triphenylphosphine, to provide the conjugated en-yn-one products in excellent overall yields while leaving other functional groups intact. This reaction protocol was extended to coumarin tosylate (12). (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6673 / 6676

页数：4

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