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

✍ Scribed by Martín Avalos; Reyes Babiano; JoséL. Bravo; Pedro Cintas; JoséL. Jiménez; Juan C. Palacios


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
204 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


The reaction of furan with a,~ansaturated carbonyl dienophiles catalyzed by KI0 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 ste'face. 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.


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