An Efficient Synthesis of 2(5H)-Furanone and Furan Derivatives Using 3-(Phenylthio)propenal as a 1, 3-Dipolar Synthon

Abstract

Various 2(5H)-furanone and furan derivatives were synthesized from 3-(phenylthio)propenal by a one-pot process via carbonyl addition of a range of organometallic reagents and subsequent sulfide-directed α-lithiatin followed by electrophilic trapping. This methodology was successfuly applied to the syntheses of quercus lactone and 2, 5-diarylfuran natural products.