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Mlostoń, Grzegorz; Woźnicka, M; Drabowicz, J; Linden, Anthony; Heimgartner, H (2008). Addition reactions of sulfenyl and sulfinyl chlorides with 3-phenyl-1-azabicyclo[1.1.0]butane. Helvetica Chimica Acta, 91(8):1419-1429.
The reactions of 3-phenyl-1-azabicyclo[1.1.0]butane with a-chlorosulfenyl chlorides and sulfinyl chlorides lead to the corresponding sulfenamides and sulfinamides, respectively, which possess an azetidine ring. It is proposed that a two-step mechanism occurs involving an intermediate carbenium ion, which is formed by the addition of the electrophile at the N-atom and cleavage of the N(1) C(3) bond. The structures of 9b and 10b are established by X-ray crystallography.
| 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: | August 2008 |
| Deposited On: | 06 Feb 2009 12:14 |
| Last Modified: | 02 Mar 2025 02:38 |
| Publisher: | Verlag Helvetica Chimica Acta |
| ISSN: | 0018-019X |
| Funders: | Rector of the University of Łodz, F. Hoffmann-La Roche AG, Basel |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/hlca.200890154 |
Mlostoń, Grzegorz