Synergy between Heterogeneous Catalysis and Microwave Irradiation in an Efficient One-Pot Synthesis of Benzene Derivatives via Ring-Opening of Diels-Alder Cycloadducts of Substituted Furans
- 31 December 2001
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 2001 (06) , 0753-0756
- https://doi.org/10.1055/s-2001-14580
Abstract
The use of silica-supported Lewis acids as catalysts under microwave irradiation promotes regiospecific opening of the 7-oxa bridge of Diels-Alder cycloadducts, producing the corresponding arenes in a single step. This rapid and efficient procedure permits the synthesis of 1,2-, 1,2,4- and 1,2,3,4-substituted benzenes by reaction of 2,5-dimethylfuran (1), 2-methoxyfuran (2) and 2-ethylfuran (3) with dienophiles such as acrylonitrile, methyl acrylate, N-methylmaleimide and fumaronitrile.Keywords
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