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Chemistry of Heterocyclic Compounds

, Volume 9, Issue 1, pp 55–59 | Cite as

Properties of a multiple bond conjugated with the pyridine ring

X. Change in the orientation of the addition of diazomethane to the polarized multiple bond of substituted vinylpyridines
  • P. B. Terent'ev
  • S. M. Vinogradova
  • A. N. Kost
  • A. G. Strukovskii
Article
  • 31 Downloads

Abstract

The products of the addition of diazomethane to the double bond of α-, β-, and γ-vinyl-pyridines, 2-propenyl-, 2-styryl-, and 2-(p-nitrostyryl)pyridines, and β-(2-pyridyl)acrylic acid were obtained. When a hydrogen atom or alkyl or phenyl group is present in the β-position of the vinyl group, 3-pyridyl-Δ2-pyrazolines are formed (they are isolated as the acetyl derivatives). Electron-acceptor substituents (COOCH3 and C6H4NO2) in this position disrupt the polarization, and this leads to the formation of a mixture of two isomeric pyrazolines. The primary formation of Δ1-pyrazolines was proved by means of IR and UV spectroscopy.

Keywords

Phenyl Pyridine Hydrogen Atom Double Bond Vinyl 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Consultants Bureau, a division of Plenum Publishing Corporation 1975

Authors and Affiliations

  • P. B. Terent'ev
    • 1
  • S. M. Vinogradova
    • 1
  • A. N. Kost
    • 1
  • A. G. Strukovskii
    • 1
  1. 1.M. V. Lomonosov Moscow State UniversityUSSR

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