A SIMPLE ENTRY TO FUSED N-ARYL 1,2-THIAZETIDINE-S-OXIDES - THERMAL-ISOMERIZATION TO 1,4-THIAZINE-S-OXIDES AND NUCLEOPHILIC RING-OPENING WITH ALCOHOLS AND AMINES

Authors
WARRENER RN AMARASEKARA AS
Citation
Rn. Warrener et As. Amarasekara, A SIMPLE ENTRY TO FUSED N-ARYL 1,2-THIAZETIDINE-S-OXIDES - THERMAL-ISOMERIZATION TO 1,4-THIAZINE-S-OXIDES AND NUCLEOPHILIC RING-OPENING WITH ALCOHOLS AND AMINES, Synlett, (2), 1997, pp. 167
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
2
Year of publication
1997
Database
ISI
SICI code
0936-5214(1997):2<167:ASETFN>2.0.ZU;2-Z
Abstract
We show that fused 1,2-thiazetidine-S-oxides can be produced in one st ep from readily available aryl sulfonylamines by cycloaddition with qu adricyclane; these adducts undergo smooth rearrangement to fused 1,4-t hiazines-S-oxides on heating, and can be ring-opened with alcohols to form cis-1,2-arylamino sulfinic eaters and cis-1,2-arylamino sulfinami des on treatment with amines.