The fast and efficient KI/H(2)O(2) mediated 2-sulfonylation of indoles and N-methylpyrrole in water

The rapid and efficient KI/H(2)O(2)-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-methylb...

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Detalles Bibliográficos
Autores principales: Zhang, Jun, Wang, Zhong, Chen, Lingjuan, Liu, Yan, Liu, Ping, Dai, Bin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092009/
https://www.ncbi.nlm.nih.gov/pubmed/35559293
http://dx.doi.org/10.1039/c8ra09367a
Descripción
Sumario:The rapid and efficient KI/H(2)O(2)-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.

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