Novel 2-pyrone synthesis via Michael addition of mandelic acid enolate to trans-1,2-diaroylethenes

被引:9
|
作者
Barroso, S [1 ]
Blay, G [1 ]
Fernández, I [1 ]
Pedro, JR [1 ]
机构
[1] Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Valencia, Spain
关键词
dioxolanone; lactones; enones; hydroxyacids;
D O I
10.1016/j.tetlet.2004.09.052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Aroyl-6-aryl-3-phenyl-2-pyrones are prepared in a three-step procedure involving the Michael addition of a cis-2,5-disubstituted-1,3-dioxolan-4-one, derived from mandelic acid, to trans-1,2-diaroylethenes, cyclisation to a furan under acidic conditions and lactonisation. The 2-pyrones can be also obtained directly from the Michael products under prolonged or strong acidic treatment with little decrease in yield. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8583 / 8586
页数:4
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