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Synthesis of azetidin-3-ones. Structure of N-tosyl-2-ethylazetidin-3-one
Authors:Z G Aliev  L O Atovmyan  A M Sipyagin  V G Kartsev  O V Dobrokhotova
Institution:(1) Branch of the Institute of Chemical Physics, Academy of Sciences of the USSR, 142432 Chernogolovka
Abstract:A one-step synthesis of azetidin-3-ones by intramolecular cyclization of 1-diazo-3-arenesulfamoylalkan-2-ones was developed. The yield of cyclic product increases to 70% in the presence of an alkyl or benzyl substituent in the hydrocarbon chain of the diazoketone. The structure of N-tosyl-2-ethylazetidin-3-one was studied by x-ray diffraction analysis and it was shown that the four-membered ring has 15Dagger inflection.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 468–473, April, 1987.
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