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Synthesis 2008(2): 311-319
DOI: 10.1055/s-2007-1000850
DOI: 10.1055/s-2007-1000850
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York
Mild and General Method for the Synthesis of Sulfonamides
Further Information
Publication History
Received
21 November 2007
Publication Date:
18 December 2007 (online)


Abstract
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
Key words
sulfonamides - oxidation - sulfinamides - methyl sulfinates - chemoselectivity