title: Palladium-catalyzed regio- and stereoselective chlorothiolation of terminal alkynes with sulfenyl chlorides.
abstract: Chlorothiolation of terminal alkynes with sulfenyl chlorides yields anti-adducts without transition-metal catalysts. In sharp contrast, transition-metal-catalyzed chlorothiolation has not been developed to date, possibly because organosulfur compounds can poison catalyst. Herein, the regio- and stereoselective palladium-catalyzed chlorothiolation of terminal alkynes with sulfenyl chlorides is described. syn-Chlorothiolation offers a complementary synthetic route to chloroalkenyl sulfides. 2-Chloroalkenyl sulfides can easily be transformed into various sulfur-containing products, most of which are often found in natural products and pharmaceuticals.
authors.affiliation: Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530 (Japan), Fax: (+81) 86-251-7855.
authors.forename: Masayuki
authors.initials: M
authors.lastname: Iwasaki
authors.forename: Tomoya
authors.initials: T
authors.lastname: Fujii
authors.forename: Arisa
authors.initials: A
authors.lastname: Yamamoto
authors.forename: Kiyohiko
authors.initials: K
authors.lastname: Nakajima
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Nishihara
keywords: addition; alkynes; chlorothiolation; homogeneous catalysis; palladium