Navigation auf zora.uzh.ch
Orahovats, Alexander S; Linden, Anthony; Heimgartner, Heinz (1992). A Ring-Enlargement Reaction Yielding 1,2,5-Benzothiadiazonin-6-one 1,1-Dioxides. Helvetica Chimica Acta, 75:2515-2519.
At room temperature or under reflux in MeCN, 3-amino-2H-azirines 2 and 3,4-dihydro-2H-1,2-benzothiazin-3-one 1,1-dioxide (4) give 1,2,5-benzothiadiazonin-6-one 1.1-dioxides 5 in fair-to-good yield (Scheme 2). The structure of this novel type of heterocyclic compounds has been established by X-ray crystallography of 5a (Fig.). A ring expansion via a zwitterionic intermediate of type A' is proposed as the reaction mechanism of the formation of 5.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Physical Sciences > Catalysis
Life Sciences > Biochemistry Life Sciences > Drug Discovery Physical Sciences > Physical and Theoretical Chemistry Physical Sciences > Organic Chemistry Physical Sciences > Inorganic Chemistry |
| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis |
| Language: | English |
| Date: | 1992 |
| Deposited On: | 03 Jan 2014 06:59 |
| Last Modified: | 10 Mar 2025 02:39 |
| Publisher: | Wiley-Blackwell |
| ISSN: | 0018-019X |
| Funders: | Swiss National Science Foundation, F. Hoffmann-La roche AG, Basel |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/hlca.19920750805 |
| Project Information: |
|
Orahovats, Alexander S