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

M Avalos, R Babiano, JL Bravo, P Cintas, JL Jiménez…

Index: Avalos, Martin; Babiano, Reyes; Bravo, Jose L.; Cintas, Pedro; Jimenez, Jose L.; Palacios, Juan C. Tetrahedron Letters, 1998 , vol. 39, # 50 p. 9301 - 9304

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Citation Number: 39

Abstract

The reaction of furan with α, β-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 ...