Rhodium-catalyzed 1,4-addition of terminal alkynes to vinyl ketones

被引:45
作者
Lerum, RV [1 ]
Chisholm, JD [1 ]
机构
[1] Syracuse Univ, Dept Chem, Syracuse, NY 13244 USA
关键词
alkyne; 1,4-addition; rhodium;
D O I
10.1016/j.tetlet.2004.07.036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The metal complex Rh(acac)(CO)(2) in the presence of an eqimolar amount of tris(o-methoxyphenyl)phosphine provides a useful catalyst system for the 1,4-addition of alkynes to unsubstituted vinyl ketones. Best yields are obtained when the transformation is performed in benzene at reflux with an excess of vinyl ketone. Both aryl and alkyl substituted alkynes participate in the reaction. Primary alcohols and alkyl chlorides are well tolerated under these reaction conditions. The reaction also proceeds in aqueous solvent mixtures, unlike most organometallic addition reactions. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6591 / 6594
页数:4
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