Russian Chemical Bulletin

, Volume 44, Issue 6, pp 1080–1083 | Cite as

3-[Amino(methylthio)methylene]pentane-2,4-dione in the synthesis of functionalized pyridines

  • V. A. Dorokhov
  • M. A. Prezent
  • V. S. Bogdanov
Organic Chemistry

Abstract

New syntheses of functionalized pyridines from 3-[amino(methylthio)methylene]-2,4-pentanedionevia its boron chelates were proposed. The products of condensation of dimethylformamide dimethylacetal with the latter chelates were converted into 3-acetyl-2-methylthio-4-hydroxypyridine by refluxing in BuOH and into 1-alkyl-3-cyano-2-methyl-4-pyridones by treatment with primary amines.

Key words

keteneN,S-acetal dimethylformamide dimethylacetal difluoroboron chelates diphenylboron chelates cyclization intramolecular hydrogen bond 3-cyano-4-pyridones 3-acetyl-4-hydroxy-2-methylthiopyridine primary amines 

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Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • V. A. Dorokhov
    • 1
  • M. A. Prezent
    • 1
  • V. S. Bogdanov
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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