ALPHA-OXOSULFINES .3. GENERATION AND TRAPPING OF ALPHA-OXOTHIOALDEHYDE S-OXIDES

Authors
CAPOZZI G CORTI A MENICHETTI S NATIVI C
Citation
G. Capozzi et al., ALPHA-OXOSULFINES .3. GENERATION AND TRAPPING OF ALPHA-OXOTHIOALDEHYDE S-OXIDES, Tetrahedron letters, 38(28), 1997, pp. 5041-5044
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
28
Year of publication
1997
Pages
5041 - 5044
Database
ISI
SICI code
0040-4039(1997)38:28<5041:A.GATO>2.0.ZU;2-5
Abstract
alpha-Oxothioaldehyde S-oxides 4a-f can be generated under very mild c onditions from the corresponding sulfinyl compounds 3a-f, which in tur n are obtained by m-chloroperoxybenzoic acid (MCPBA) oxidation of alph a-oxothiophthalimides 2a-f. The reactive sulfine intermediates can be trapped as electron-poor dienophiles as well as electron-poor dienes w ith formation of dihydrothiopyran S-oxides 5a-e or 1,4-oxathiin S-oxid es 6a-f, respectively. (C) 1997 Published by Elsevier Science Ltd.