Copper-catalyzed domino annulation approaches to the synthesis of benzoxazoles under microwave-accelerated and conventional thermal conditions

RD Viirre, G Evindar, RA Batey

Index: Viirre, Russell D.; Evindar, Ghotas; Batey, Robert A. Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3452 - 3459

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Citation Number: 199

Abstract

Two domino annulation approaches for benzoxazole synthesis have been developed. In the first approach, copper-catalyzed intermolecular cross-coupling of 1, 2-dihaloarenes with primary amides initially forms the Ar− N bond of the benzoxazole ring, followed by copper- catalyzed intramolecular cyclization to form the Ar− O bond. Benzoxazoles were formed in good yields for the reaction of 1, 2-dibromobenzene, but the reaction was not ...