Clay-catalyzed solventless addition reactions of furan with α,β-unsaturated carbonyl compounds

被引：30

作者：

Avalos, M ^{[1
]}

Babiano, R ^{[1
]}

Bravo, JL ^{[1
]}

Cintas, P ^{[1
]}

Jiménez, JL ^{[1
]}

Palacios, JC ^{[1
]}

机构：

[1] Univ Extremadura, Fac Ciencias, Dept Quim Organ, E-06071 Badajoz, Spain

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 50期

关键词：

clays; Diels-Alder; furan; montmorillonite; solid state reactions;

D O I：

10.1016/S0040-4039(98)02091-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of furan with alpha,beta-unsaturated carbonyl dienophiles catalyzed by K10 montmorillonite in the absence of organic solvents produces the corresponding Diels-Alder adducts and, in the case of methyl vinyl ketone, Michael-type products, under much milder conditions than the conventional protocols. The results are consistent with acid catalysis on the clay surface. Acrylates gave lower yields and/or decomposition products. The reaction can be extended to alkynic substrates such as DMAD to afford cycloadducts in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9301 / 9304

页数：4

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