Synthesis 2008(2): 311-319  
DOI: 10.1055/s-2007-1000850
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York

Mild and General Method for the Synthesis of Sulfonamides

José Luis García Ruano*a, Alejandro Parraa, Francisco Yuste*b, Virginia M. Mastranzob
a Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain
Fax: +34(914)973966; e-Mail: joseluis.garcia.ruano@uam.es;
b Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Cd. Universitaria, Coyoacán 04510, México D. F., Mexico
e-Mail: yustef@servidor.unam.mx;
Further Information

Publication History

Received 21 November 2007
Publication Date:
18 December 2007 (online)

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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