Conversion of oximes to carbonyl compounds by triscetylpyridinium tetrakis(oxodiperoxotungsto) phosphate (PCWP)-mediated oxidation with hydrogen peroxide

Molecules. 2008 Jun 1;13(6):1230-7. doi: 10.3390/molecules13061230.

Abstract

Aromatic and aliphatic oximes have been deoximated in chloroform-water to the corresponding aldehydes with dilute hydrogen peroxide and triscetylpyridinium tetrakis (oxodiperoxotungsto) phosphate as catalyst. The presence of dipolarophiles in the reaction mixtures allows a competitive reaction that converts oximes into isoxazole and isoxazoline derivatives via the intermediate formation of nitrile oxide species.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemical synthesis*
  • Hydrogen Peroxide / chemistry*
  • Isoxazoles / chemical synthesis
  • Organic Chemicals / chemical synthesis
  • Oxidation-Reduction
  • Oximes / chemistry*

Substances

  • Aldehydes
  • Isoxazoles
  • Organic Chemicals
  • Oximes
  • Hydrogen Peroxide