title: Regioselective thiolation of arenes and heteroarenes: C-H functionalization strategy for C-S bond formation.
abstract: A facile transition-metal-free oxidative cross-dehydrogenative coupling reaction involving selective formation of a C-S bond leading to the synthesis of arylthiobenzoxazoles, heteroarylthiobenzoxazoles, and arylthiobenzothiazoles has been described. This highly regioselective C-H functionalization reaction with electron-rich aromatic systems including heteroaromatics is achieved by reversing the reactivity of sulfur in the presence of a suitable oxidant and strong acid.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, Karnataka, India.
authors.forename: Begur Vasanthkumar
authors.initials: BV
authors.lastname: Varun
authors.forename: Kandikere Ramaiah
authors.initials: KR
authors.lastname: Prabhu
mesh_terms: D001583:Benzoxazoles / Q000737:chemistry*; D004583:Electrons; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006860:Hydrogen Bonding; D010084:Oxidation-Reduction; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D001583:Benzoxazoles; D006571:Heterocyclic Compounds; D013438:Sulfhydryl Compounds