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

Article abstract of DOI:10.1016/S0040-4039(98)02091-7

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 can be extended to alkynic substrates such as DMAD to afford cycloadducts in good yields.