Palladium-catalyzed carbonylative lactonization of propargyl alcohols with organic dichalcogenides and carbon monoxide

A Ogawa, H Kuniyasu, N Sonoda…

Index: Ogawa, Akiya; Kuniyasu, Hitoshi; Sonoda, Noboru; Hirao, Toshikazu Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8361 - 8365

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Citation Number: 84

Abstract

The reaction of propargylic alcohols with diaryl disulfides and carbon monoxide in the presence of tetrakis (triphenylphosphine) palladium leads to a novel thiolative lactonization to afford β-(arylthio)-α, β-unsaturated lactones in moderate to good yields. Similar conditions can be employed with homopropargylic alcohols, giving the corresponding δ-lactones with a β-arylthio group successfully. The reaction using diaryl diselenides in lieu of diaryl ...