A versatile and efficient method for the synthesis of 3-chalcogenyl-indoles from indoles and dichalcogenides employing t-BuOK as a promoter at room temperature has been achieved. The present protocol exhibited a broad functional group tolerance. Diverse 3-sulfenyl- and 3-selenyl-indoles were rapidly obtained in good to excellent yields with high regioselectivities. It is noteworthy that this transformation was applicable to N-protected and N-unprotected indoles, allowing N-deprotection and C3-chalcogenylation of indoles in one step.

A simple and efficient method for the regioselective selenation of (hetero)arenes via direct C−H functionalization has been established using NIS and TBHP. The present protocol is compatible with different functional groups, and suitable for various (hetero)arenes and diselenides, efficiently affording the desired products in moderate to excellent yields.

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