Transition metal-free α-Csp3–H oxidative sulfuration of benzyl thiosulfates with anilines to form N-aryl thioamides. Issue 15 (27th March 2019)

• Record Type: Journal Article
• Authors: Qiao, Mengjun; Zhang, Jinli; Chen, Ling; Zhou, Fengyi; Zhang, Yali; Zhou, Lingfei; Wu, Yangjie
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 15(2019)
• Page Start: 3790
• Page End: 3796
• Publication Date: 2019-03-27
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00336c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A transition metal-free synthesis of N -aryl thioamides was realized by the oxidative sulfuration of Bunte salts in DMSO with anilines. Abstract : A metal-free approach to N -aryl thioamides from Bunte salts and anilines in DMSO has been developed. This method tolerated a wide range of functional groups on the aromatic ring, providing an ideal way to N -aryl thioamides in good to excellent yields from cheap and easily available starting materials. A plausible mechanism was also proposed based on the X-ray single crystal diffraction, NMR and MS analyses of DMSO-concerning intermediates.