FACILE ROUTE TO 1-ALKOXY-3-PYRROLIN-2-ONES BY CYCLIC SULPHINYLATION OF N-ALKOXY-2-VINYLGLYCOLAMIDES

Authors
GEFFKEN D HAERTING M FROBOSE J
Citation
D. Geffken et al., FACILE ROUTE TO 1-ALKOXY-3-PYRROLIN-2-ONES BY CYCLIC SULPHINYLATION OF N-ALKOXY-2-VINYLGLYCOLAMIDES, Heterocyclic communications, 3(2), 1997, pp. 127-133
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocyclic communications → ACNP
ISSN journal
07930283
Volume
3
Issue
2
Year of publication
1997
Pages
127 - 133
Database
ISI
SICI code
0793-0283(1997)3:2<127:FRT1BC>2.0.ZU;2-Q
Abstract
The cyclic sulphinylation of 2-arylated N-alkoxy-2-vinylglycolamides 1 a-g leads to 3-arylated 1-alkoxy-3-pyrrolin-2-ones 2a-g via the short- lived 1,2,3-oxathiazolidin-4-one 2-oxides 4 in good yields. The synthe sis of the 3-methylated 1-benzyloxy-e-pyrrolin-2-one 2h could be accom plished by thermolytic extrusion of sulfur dioxide from 4h.