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Russian Chemical Bulletin

, Volume 46, Issue 6, pp 1140–1142 | Cite as

The effect of the nature of the substituent at the nitrogen atom on transformations of 3-bromo-2,2,6,6-tetramethyl-4-piperidinone and its 1-hydroxy and 1-oxyl derivatives under conditions of the Favorsky rearrangement

  • L. A. Krinitskaya
Organic Chemistry

Abstract

3-Bromo-2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl reacts with NH4OH to give 3-carbamoyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl, a product of the Favorsky rearrangement. 3-Bromo-2,2,6,6-tetramethyl-4-piperidinone is transformed under these conditions into a bicyclic amino ketone, while its 1-hydroxy derivative affords acyclic nitrosoenone.

Key words

the Favorsky rearrangement α-bromoketones of the tetramethylpiperidine series 2,6-dimethyl-6-nitrosohept-2-en-4-one 1-aza-2,2,6,6-tetramethyl-4-oxobicyclo[3.1.0]hexane 

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Copyright information

© Plenum Publishing Corporation 1997

Authors and Affiliations

  • L. A. Krinitskaya
    • 1
  1. 1.N. N. Semenov Institute of Chemical PhysicsRussian Academy of SciencesMoscowRussian Federation

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