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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

Heterocycles from Trifluoromethanesulfonamide: Formation and Structure

Author(s): Bagrat A. Shainyan and Vladimir I. Meshcheryakov

Volume 6, Issue 1, 2009

Page: [66 - 77] Pages: 12

DOI: 10.2174/157019309787316157

Price: $65

Abstract

Sulfonamides are capable of condensing with different carbonyl compounds to form heterocycles. Among other sulfonamides, trifluoromethanesulfonamide is of special interest because of its highest NH-acidity though until recently nothing has been known of its condensation with carbonyl compounds. The focus of the present review is made on reactions of oxymethylation and amidomethylation of sulfonamides and, especially, trifluoromethanesulfonamide, the structure and stereodynamic behavior of the heterocycles formed as well as on specific and often unique stereoelectronic interactions in their molecules.

Keywords: Heterocycles, Trifluoromethanesulfonamide, carbonyl compounds, oxymethylation, amidomethylation, stereoelectronic interactions


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