The palladium-catalyzed hydroarylation of propargylic alcohols in room temperature ionic liquids

被引:16
|
作者
Cacchi, S [1 ]
Fabrizi, G [1 ]
Goggiamani, A [1 ]
机构
[1] Dipartimemto Studi Chim & Tecnol Sostanze Biol Ca, I-00185 Rome, Italy
关键词
palladium; alkynes; hydroarylation; ionic liquids; chromenes;
D O I
10.1016/j.molcata.2003.10.061
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The palladium-catalyzed hydroarylation of propargylic alcohols with aryl iodides in the presence of Pd(OAc)(2), HCOOH, and Et3N in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) at 40degreesC has been investigated. The process is highly stereoselective. Hydroarylation products have been obtained usually in good yields and the use of the ionic liquid has provided better results than molecular solvents in terms of regioselectivity and/or rate of reaction. Hydroarylation products containing a bromo substituent close to the carbon-carbon triple bond can successfully be used for the development of a new route to chromenes through a hydroarylation-cyclization sequence. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:57 / 64
页数:8
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