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Synlett 1997; 1997(2): 167-168
DOI: 10.1055/s-1997-737
DOI: 10.1055/s-1997-737
letter
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A Simple Entry to Fused N-Aryl 1,2-Thiazetidine-S-Oxides: Thermal Isomerisation to 1,4-Thiazine-S-Oxides and Nucleophilic Ring-Opening with Alcohols and Amines
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199702/lookinside/thumbnails/10.1055-s-1997-737-1.jpg)
We show that fused 1,2-thiazetidine-S-oxides can be produced in one step from readily available aryl sulfonylamines by cycloaddition with quadricyclane; these adducts undergo smooth rearrangement to fused 1,4-thiazines-S-oxides on heating, and can be ring-opened with alcohols to form cis-1,2-arylamino sulfinic esters and cis-1,2-arylamino sulfinamides on treatment with amines.
hetero Diels-Alder - sulfoxide configuration - photochemistry - norbornenes - quadricyclane cycloaddition