Efficient Conversion of Oximes to the Corresponding Carbonyl Compounds with Tetrabutylammonium Chromate under Aprotic Conditions

摘要

Oximes are extensively used as preferred and readily prepared derivatives for purification and characterization of carbonyl compounds.Furthermore they play an important role as protecting and selectively a-activating groups in synthetic organic chemistry.Regeneration of ketones and aldehydes from their oximes has assumed added importance since the discovery of the Barton reaction in which oximes are produced at non-activated hydrocarbon sites.Also,their synthesis from non-carbonyl compounds,such as by nitrosation of an active methylene group,nitrosation of an alpha-halo carbonyl compound and condensation of a nitro-alkene with an aldehyde provides a valid alternative pathway to carbonyl compounds.