CONVERSION OF N-ARYLGLYCOLOHYDROXAMIC ACIDS TO 1,2,3-OXATHIAZOLIDIN-4-ONE 2,2-DIOXIDES

Citation
D. Geffken et S. Geisel, CONVERSION OF N-ARYLGLYCOLOHYDROXAMIC ACIDS TO 1,2,3-OXATHIAZOLIDIN-4-ONE 2,2-DIOXIDES, Journal of heterocyclic chemistry, 31(6), 1994, pp. 1473-1475
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
31
Issue
6
Year of publication
1994
Pages
1473 - 1475
Database
ISI
SICI code
0022-152X(1994)31:6<1473:CONAT1>2.0.ZU;2-4
Abstract
N-Arylglycolohydroxamic acids 1A are converted by in situ prepared 2,2 '-dipyridyl sulfite to 1,2,3-oxathiazolidin-4-one 2,2-dioxides 5, the formation of which can be rationalized via a radical pair mechanism. T he alkylating potential of the heterocyclic system 5 is demonstrated b y the alkaline ethanolysis giving rise to the open chained 2-ethoxypro pionanilide 6.