Beckmann Rearrangement of 3-carboxybicyclo[3.3.1]nonane and [3.2.1]octane Oximes

Authors

  • Marian Gorichko Department of Chemistry, Taras Shevchenko National University of Kyiv
  • Andriy Bulochnikov Department of Chemistry, Taras Shevchenko National University of Kyiv
  • Olga Ryzhenko Department of Chemistry, Taras Shevchenko National University of Kyiv

DOI:

https://doi.org/10.17721/fujcV5I2P121-127

Keywords:

Beckmann rearrangement, oxime, bicyclo[3.3.1]nonane, bicyclo[3.2.1]octane, lactam

Abstract

Regiospecific Beckmann rearrangement of substituted 2-hydroximinonorbornanone carboxylic acids has been investigated. Selective formation of new functionalized 10-oxo-9-azabicyclo[3.3.2]decanes and 7-oxo-6-azabicyclo[3.2.2]nonanes in good yield has been demonstrated. Presence of neighboring carboxylic group allows conducting of Beckmann rearrangement of strained bicyclic compounds

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Published

2017-12-30

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Vol. 5 No. 2 (2017): Proceedings of the IX International scientific conference “Kyiv-Toulouse”

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