Publication: Addition reactions of sulfenyl and sulfinyl chlorides with 3-phenyl-1-azabicyclo[1.1.0]butane
Addition reactions of sulfenyl and sulfinyl chlorides with 3-phenyl-1-azabicyclo[1.1.0]butane
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Mlostoń, G., Woźnicka, 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. https://doi.org/10.1002/hlca.200890154
Abstract
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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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- Woźnicka, M
- Drabowicz, J
- Heimgartner, H
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Mlostoń, G., Woźnicka, 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. https://doi.org/10.1002/hlca.200890154
