The fast and efficient KI/H2O2 mediated 2-sulfonylation of indoles and N-methylpyrrole in water?

RSC Advances Pub Date: 2018-12-12 DOI: 10.1039/C8RA09367A

Abstract

The rapid and efficient KI/H2O2-mediated 2-sulfonylation of substituted indoles and N-methylpyrrole was established. The corresponding 2-sulfonylation products are synthesized from readily available sulfur sources, namely arylsulfonyl hydrazides, 4-methylbenzenesulfinic acid and sodium 4-methylbenzenesulfinate in good to excellent yields in only 5 min. Moreover, the aqueous solution of hydrogen peroxide is used as both oxidant and solvent. Mechanistic studies demonstrated that 2,3-diiodoindoline was the main sulfonylation intermediate.

Graphical abstract: The fast and efficient KI/H2O2 mediated 2-sulfonylation of indoles and N-methylpyrrole in water
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