title: Auto-oxidative hydroxysulfenylation of alkenes.
abstract: One-pot auto-oxidation mediated hydroxysulfenylation of electron-deficient and electron-rich olefins with phenthiols was explored. The method illustrates a selective and convenient synthesis of complex β-hydroxysulfides using O2 as both the oxidant and the oxygen source under mild transition-metal-free conditions. The application of this new methodology to the gram-scale synthesis of anti-cancer drug bicalutamide has been accomplished in a two-step sequence with 71% overall yield. A plausible radical involved mechanism is proposed.
authors.affiliation: Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China. huocongde1978@hotmail.com.
authors.forename: Congde
authors.initials: C
authors.lastname: Huo
authors.forename: Yajun
authors.initials: Y
authors.lastname: Wang
authors.forename: Yong
authors.initials: Y
authors.lastname: Yuan
authors.forename: Fengjuan
authors.initials: F
authors.lastname: Chen
authors.forename: Jing
authors.initials: J
authors.lastname: Tang