Chemistry of Heterocyclic Compounds

, Volume 22, Issue 6, pp 650–653 | Cite as

Synthesis of 2-aryl- and 2-hetaryloxazoles from the oxazolines and oxazolidines

  • L. I. Belen'kii
  • M. A. Cheskis
  • M. A. Ryashentseva
Article

Abstract

Treatment of 2-phenyl-, 2-(2-furyl)-, and 2-(2-thienyl)oxazolines with nickel peroxide has been found to give, in addition to the dehydrogenation products (2-substituted oxazoles), the fragmentation products (amides of benzoic, furan-2-carboxylic, and thiophen-2-carboxylic acids). This fragmentation appears to give initially the nitriles, which are then converted into the amides by the nickel peroxide. Catalytic dehydrogenation of 2-phenyloxazoline gives low yields of 2-phenyloxazole, the principal product being benzonitrile. Treatment of the Schiff's bases obtained from ethanolamine and aldehydes (benzaldehyde, furfural, and thiophen-2-aldehyde) with nickel peroxide gives trace amounts of the oxazoles, the principal products being the aldehydes, with smaller amounts of the nitriles.

Keywords

Dehydrogenation Furfural Ethanolamine Benzonitrile Oxazoles 

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Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • L. I. Belen'kii
    • 1
  • M. A. Cheskis
    • 1
  • M. A. Ryashentseva
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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