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
Mini-Reviews in Organic Chemistry
Title: Heterocycles from Trifluoromethanesulfonamide: Formation and Structure
Volume: 6 Issue: 1
Author(s): Bagrat A. Shainyan and Vladimir I. Meshcheryakov
Affiliation:
Keywords: Heterocycles, Trifluoromethanesulfonamide, carbonyl compounds, oxymethylation, amidomethylation, stereoelectronic interactions
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.
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Cite this article as:
Shainyan A. Bagrat and Meshcheryakov I. Vladimir, Heterocycles from Trifluoromethanesulfonamide: Formation and Structure, Mini-Reviews in Organic Chemistry 2009; 6 (1) . https://dx.doi.org/10.2174/157019309787316157
DOI https://dx.doi.org/10.2174/157019309787316157 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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