ALPHA-OXOSULFINES .2. THE FIRST EXAMPLE OF ORTHO-THIOQUINONE-S-OXIDES

Authors
CAPOZZI G FRATINI P MENICHETTI S NATIVI C
Citation
G. Capozzi et al., ALPHA-OXOSULFINES .2. THE FIRST EXAMPLE OF ORTHO-THIOQUINONE-S-OXIDES, Tetrahedron, 52(37), 1996, pp. 12247-12252
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
37
Year of publication
1996
Pages
12247 - 12252
Database
ISI
SICI code
0040-4020(1996)52:37<12247:A.TFEO>2.0.ZU;2-2
Abstract
Benzo-oxathiin-S-oxides 9b and 9c can undergo a Retro Diels-Alder (RDA ) reaction to form ortho-thioquinone-S-oxides 12 and 11. These hithert o unknown reactive intermediates can be successfully generated as func tion of the geometry of the starting sulfoxides and the type of aromat ic system involved, and can be trapped as electron poor dienes or dien ophiles. Copyright (C) 1996 Published by Elsevier Science Ltd