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Mild and General Method for the Synthesis of Sulfonamides

José Luis García Ruano*, Alejandro Parra, Francisco Yuste, Virginia M. Mastranzo

*Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain, Email: joseluis.garcia.ruanouam.es

J. L. C. Ruano, A. Parra, F. Yuste, V. M. Mastranzo, Synthesis, 2008, 311-312.

DOI: 10.1055/s-2007-1000850


Abstract

Reaction of methyl sulfinates with lithium amides followed oxidation of the resulting sulfinamides provides primary, secondary, and tertiary alkane-, arene- and heteroarenesulfonamides in high yields. This protocol avoids the use of hazardous, unstable, or volatile reagents and does not affect the configurational stability of the amines.

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Key Words

sulfonamides, oxidation, MCPBA, sulfinamides, methyl sulfinates, chemoselectivity


ID: J66-Y2008-0280