Permanent URL to this publication: http://dx.doi.org/10.5167/uzh-12647
Mloston, G; Woznicka, M; Drabowicz, J; Linden, A; 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.
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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.
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|Item Type:||Journal Article, refereed, original work|
|Communities & Collections:||07 Faculty of Science > Department of Chemistry|
|Dewey Decimal Classification:||540 Chemistry|
|Deposited On:||06 Feb 2009 12:14|
|Last Modified:||05 Apr 2016 12:57|
|Publisher:||Verlag Helvetica Chimica Acta|
|Funders:||Rector of the University of Łodz, F. Hoffmann-La Roche AG, Basel|
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