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Oligomer formation via reactions of 3-ethyl-1-azabicyclo[1.1.0]butane with arenesulfonyl azides

✍ Scribed by Alan P. Marchand; Sulejman Alihodžić

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
707 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

Electrophilic additions of arenesulfonyl azides (i.e., TsN3 and NsN3) to 3-ethyl-1-azabicycio-[1.1.0]butane (1) in CDCI3 at 80"C has been observed to result in the formation of oligomeric products. The mechanism of these reactions probably involves the formation of a carbocationic intermediate, i.e., N-arenesulfonyl-3-ethyl-3-azetidinyl carbocation, which subsequently can be trapped in situ either by :N3" or by 1 to afford the observed reaction products.

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