title: Palladium-Catalyzed Carbonylative Lactonization of Propargyl Alcohols with Organic Dichalcogenides and Carbon Monoxide.
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 beta-(arylthio)-alpha,beta-unsaturated lactones in moderate to good yields. Similar conditions can be employed with homopropargylic alcohols, giving the corresponding delta-lactones with a beta-arylthio group successfully. The reaction using diaryl diselenides in lieu of diaryl disulfides also attains a similar one-pot thiolation/lactonization sequence to provide the corresponding beta-selenobutenolides (7).
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565, Japan, Department of Applied Chemistry, Faculty of Engineering, Kansai University, Suita, Osaka 564, Japan.
authors.forename: Akiya
authors.initials: A
authors.lastname: Ogawa
authors.forename: Hitoshi
authors.initials: H
authors.lastname: Kuniyasu
authors.forename: Noboru
authors.initials: N
authors.lastname: Sonoda
authors.forename: Toshikazu
authors.initials: T
authors.lastname: Hirao