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

来源 :中国化学会第十六届全国有机合成化学学术研讨会 | 被引量 : 0次 | 上传用户:zhuxh054
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  The construction of C-S bonds is of fundamental research interest because of their wide applications in pharmaceuticals,organic syntheses,and materials science.1Accordingly,a wide range of protocols have been developed to introduce a sulfur moiety onto target molecules.2 In our work,a copper(I)-catalyzed sulfur-bridged dimerization of imidazopyridines has been developed using isothiocyanate as the sulfur source.This method enables a switchable synthesis of bis(imidazo[1,2-a]pyridin-3-yl)sulfanes or bis(2-(imidazo[1,2-a]pyridin-2-yl)phenyl)sulfanes in the presence of 4-dimethylaminopyridine(DMAP)or K2CO3 when different imidazopyridines were employed.Under optimized conditions,a variety of sulfur-bridged imidazopyridines were obtained in good yields.Moreover,thiourea was proved to be the key intermediate under catalytic system A.
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