Photochemically Mediated Oxidative Cross-coupling of Aminopyrazoles with 1-Thiosugars for the Synthesis of Thioglycosides
Xian-Hao Wang, Shan Wen, Shu-Han Zou, De-Kai Liu, Nan YanAbstract
By harnessing visible-light excitation of a photocatalyst to initiate a single-electron transfer (SET) process, thereby activating glycosyl thiols to generate thiyl radicals and promote their coupling with aminopyrazoles, this work establishes an efficient photocatalytic strategy for C–S bond construction. This process involves radical addition for thioglycosyl incorporation, followed by oxidative deprotonation to furnish the target products in yields of up to 90%. Consequently, this method enables the efficient synthesis of diverse thioglycosylated pyrazole derivatives under mild conditions, exhibiting a broad substrate scope, excellent functional-group tolerance, and promising scalability, thus providing a green and sustainable synthetic approach.