Conversion of oximes to carbonyl compounds by triscetylpyridinium tetrakis(oxodiperoxotungsto) phosphate (PCWP)-mediated oxidation with hydrogen peroxide.
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.
Ballistreri
Francesco P
FP
Dipartimento di Scienze Chimiche, Università di Catania, Viale Andrea Doria 6, Catania 95125, Italy. fballistreri@unict.it
Chiacchio
Ugo
U
Rescifina
Antonio
A
Tomaselli
Gaetano
G
Toscano
Rosa M
RM
D000447:Aldehydes / Q000138:chemical synthesis*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D007555:Isoxazoles / Q000138:chemical synthesis; D009930:Organic Chemicals / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D010091:Oximes / Q000737:chemistry*
D000447:Aldehydes; D007555:Isoxazoles; D009930:Organic Chemicals; D010091:Oximes; D006861:Hydrogen Peroxide