Synlett

An efficient one-pot synthesis of phenol derivatives by ring opening and rearrangement of Diels-Alder cycloadducts of substituted furans using heterogeneous …

…, E Vazquez, A de la Hoz, A Diaz-Ortiz, P Prieto…

Index: Moreno, Andres; Gomez, Maria Victoria; Vazquez, Ester; De La Hoz, Antonio; Diaz-Ortiz, Angel; Prieto, Pilar; Mayoral, Jose Antonio; Pires, Elisabet Synlett, 2004 , # 7 p. 1259 - 1263

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Citation Number: 13

Abstract

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 of furan derivatives and produces polysubstituted phenols in a single step. This rapid and efficient procedure permits the synthesis of tri-, tetra-and pentasubstituted benzene derivatives by reaction of 2, 5-dimethylfuran (1), 2-ethylfuran (2) and 2-methoxyfuran (3) with dienophiles ...