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Mass-spectrometric study of the cyclization of diazo ketones. 1. Cyclization of 1-diazo-3-sulfonylaminopropan-2-ones to N-sulfonylazetidin-3-ones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A comparison of the mass spectra of 1-diazo-3-sulfonylaminopropan-2-ones and N-sulfonylazetidin-3-ones makes it possible to conclude that under the conditions of electron impact and chemical ionization the molecular ions of diazo ketones lose a molecule of nitrogen and undergo partial cyclization to the corresponding azetidinones without undergoing the Wolff rearrangement.

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, 117234, Moscow

    P. A. Sharbatyan, A. T. Lebedev, A. M. Sipyagin, V. G. Kartsev & V. S. Petrosyan

Authors
  1. P. A. Sharbatyan
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  2. A. T. Lebedev
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  3. A. M. Sipyagin
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  4. V. G. Kartsev
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  5. V. S. Petrosyan
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 334–342, March, 1982.

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Sharbatyan, P.A., Lebedev, A.T., Sipyagin, A.M. et al. Mass-spectrometric study of the cyclization of diazo ketones. 1. Cyclization of 1-diazo-3-sulfonylaminopropan-2-ones to N-sulfonylazetidin-3-ones. Chem Heterocycl Compd 18, 250–257 (1982). https://doi.org/10.1007/BF00522122

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  • DOI: https://doi.org/10.1007/BF00522122

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