TfOH-Catalyzed Reaction of Bispropargyl Alcohols with 1,3-Dicarbonyl Compounds

Abstract

A transition-metal-free efficient method for the preparation of 1,2,3-trisubstituted benzenes from bispropargyl alcohols and 1,3-dicarbonyl compounds has been developed. The reaction of bispropargyl alcohol with 1,3-dicarbonyl compound proceeds through [3,3]-rearrangement, 6π-electrocyclization, and unexpected Csp³−Csp² regioselective σ-bond cleavage processes.

Key words

bispropargyl alcohols - 1,3-dicarbonyl componds - [3,3]-rearrangement - C−C α′-moiety cleavage - 6π-electrocyclization process - 1,2,3-trisubstituted benzenes

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