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CS and CN bond formation via Mn-promoted oxidative cascade reaction: Synthesis of C3-sulfenated indoles

Author:
He, Lin, Li, Xianwei
Source:
Tetrahedron 2017
ISSN:
0040-4020
Subject:
alkynes, byproducts, catalysts, chemical reactions, chemical structure, green chemistry, hydrazides, indoles, manganese, nitrogen
Abstract:
Thioethers are of synthetic value in pharmaceutical molecules and nature products, herein, we report an oxidative cascade reaction that delivers multiple substituted indole thioethers with great efficiency. This transformation utilized ortho-azido aromatic alkynes as the substrates, and sulfonyl hydrazides as the sulfenation reagent promoted by Mn(III) catalyst. Notably, great functional group tolerance, in combination with nitrogen and water as the byproducts, highlighted the sustainable chemistry of this protocol.
Agid:
5815113