Towards a facile synthesis of triarylethanones:: palladium-catalyzed arylation of ketone enolates under homogeneous and heterogeneous conditions

被引:46
作者
Churruca, F [1 ]
SanMartin, R [1 ]
Carril, M [1 ]
Tellitu, I [1 ]
Domínguez, E [1 ]
机构
[1] Euskal Herriko Unibertsitatea, Kimika Organikoa Saila II, Zientzi Fak, Bilbao, Spain
关键词
arylation; ketones; palladium and compounds;
D O I
10.1016/j.tet.2003.12.065
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed regioselective alpha-monoarylation of deoxybenzoins and alpha,alpha-diarylation of acetophenones provides general, efficient access to 1,2,2-triarylethanones. After a comprehensive search for suitable experimental conditions to optimize such transformations, both reactions are alternatively conducted by means of either commercially available polymer-anchored catalysts or a very simple homogeneous catalytic system, thus avoiding the use of complex ligands. In addition, the synthesis of deoxybenzoins employing polymer-supported fibrous palladium catalysts is reported for the first time, and the excellent catalyst recycling properties suggest applicability to industrial purposes. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2393 / 2408
页数:16
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