4.5 Article

Mild and general method for the synthesis of sulfonamides

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 2, Pages 311-319

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2007-1000850

Keywords

sulfonamides; oxidation; sulfinamides; methyl sulfinates; chemoselectivity

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Reaction of methyl sulfinates with lithium amides followed by 3-chloroperoxybenzoic acid oxidation of the resulting sulfinamides provides primary, secondary, and tertiary alkane-, arene- and heteroarenesulfonamides in high yields. This constitutes a mild and facile experimental protocol that avoids the use of hazardous, unstable, or volatile reagents and does not affect the configurational stability of the amines.

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