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

Autor: Avalos, Martín, Babiano, Reyes, Bravo, JoséL., Cintas, Pedro, Jiménez, JoséL., Palacios, Juan C.
Zdroj: Tetrahedron Letters; January 1998, Vol. 39 Issue: 50 p9301-9304, 4p
Abstrakt: 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.
Databáze: Supplemental Index