Convenient Synthesis of Polysubstituted 3-Iodofurans through the Tandem Ring-Opening/Cyclization Reaction of 1-Alkynyl-2,3-epoxy Alcohols

Abstract

A novel method for the synthesis of highly substituted iodine-containing furans has been developed by the cyclization of 1-(arylethynyl)-2,3-epoxy alcohols (1-aryl-4,5-epoxyalk-1-yn-3-ols) with alcohols as nucleophiles under very mild reaction conditions. The resulting iodine-containing furans can be readily elaborated to more complex products using known organopalladium chemistry.

Key word

iodofuran - tandem reaction - epoxide - electrophilic cyclization

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