4-Bis(methylthio)methylene-2-phenyloxazol-5-one: versatile template for synthesis of 2-phenyl-4,5-functionalized oxazoles

J Org Chem. 2010 Aug 6;75(15):5195-202. doi: 10.1021/jo100941f.

Abstract

4-Bis(methylthio)methylene-2-phenyloxazol-5-one has been shown to be a versatile template for the synthesis of various 2-phenyl-3,4-substituted oxazoles via nucleophilic ring-opening of oxazolone with various oxygen, nitrogen, and carbon nucleophiles and subsequent 5-endo cyclization of the resulting acyclic adducts in the presence of silver carbonate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Magnetic Resonance Spectroscopy
  • Oxazoles / chemical synthesis*
  • Oxazoles / chemistry
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Oxazoles