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Russian Chemical Bulletin

, Volume 43, Issue 7, pp 1197–1199 | Cite as

Addition of primaryN-nitroamides to activated olefins

  • O. A. Luk'yanov
  • V. P. Gorelik
  • O. S. Reshetova
  • V. A. Tartakovsky
Organic Chemistry
  • 24 Downloads

Abstract

PrimaryN-nitrosulfamides readily undergo addition to acrolein and vinyl ketones to yieldN-γ-oxoalkyl-N-nitrosulfamides. The presence of a second substituent at the double bond hinders the reaction.N-Nitrourethane reacts with activated carbonyl compounds and α-nitroolefins.

Key words

N-nitrosulfamides N-nitrourethane N-γ-oxoalkyl-N-nitroamides N-β-nitro-alkyl-N-nitrourethanes N-γ-oxoalkyl-N-nitroamines Michael-type reaction activated olefins 

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References

  1. 1.
    S. S. Novikov, G. A. Shvekhgeimer, V. V. Sevost'yanova, and V. A. Shlyapochnikov,Khimia alifaticheskikh i alitsiklicheskich nitrosoedinenii [Chemistry of Aliphatic and Alicyclic Nitrocompounds], Khimia, Moscow, 1974, 415 (in Russian).Google Scholar
  2. 2.
    O. A. Luk'yanov, V. P. Gorelik, V. A. Tartakovsky,Izy. Akad. Nauk, Ser. Khim., 1994, 94 [Russ. Chem. Bull., 1994,43, 89 (Engl. Transl.)].Google Scholar

Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • O. A. Luk'yanov
    • 1
  • V. P. Gorelik
    • 1
  • O. S. Reshetova
    • 1
  • V. A. Tartakovsky
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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