Copper-Catalyzed Double Thiolation To Access Sulfur-Bridged Imidazopyridines with Isothiocyanate

• DOI: 10.1021/acs.joc.9b00186
• Publication Date: 2019-03-20T09:44:26Z
• Authors: Lu-Lu Tian; Shuai Lu; Zhe-Hua Zhang; En-Ling Huang; Hua-Ting Yan; Xinju Zhu; Xin-Qi Hao; Mao-Ping Song
• Keywords: Phenyl isothiocyanate

A copper(I)-catalyzed sulfur-bridged dimerization of imidazopyridines has been developed using isothiocyanate as the sulfur source. This method enables a switchable synthesis bis(imidazo[1,2-a]pyridin-3-yl)sulfanes or bis(2-(imidazo[1,2-a]pyridin-2-yl)phenyl)sulfanes in presence 4-dimethylaminopyridine (DMAP) K2CO3 when different were employed. Under optimized conditions, variety obtained good yields. Moreover, thiourea was proved to be key intermediate under catalytic system A.