CERIC AMMONIUM-NITRATE OXIDATION OF ALDOXIMES IN ALIPHATIC NITRILES AS SOLVENTS - A NEW WAY FOR SYNTHESIS OF 1,2,4-OXADIAZOLES

Authors
GIURG M MLOCHOWSKI J
Citation
M. Giurg et J. Mlochowski, CERIC AMMONIUM-NITRATE OXIDATION OF ALDOXIMES IN ALIPHATIC NITRILES AS SOLVENTS - A NEW WAY FOR SYNTHESIS OF 1,2,4-OXADIAZOLES, Polish Journal of Chemistry, 71(8), 1997, pp. 1093-1101
Citations number
46
Categorie Soggetti
Chemistry
Journal title
Polish Journal of Chemistry → ACNP
ISSN journal
01375083
Volume
71
Issue
8
Year of publication
1997
Pages
1093 - 1101
Database
ISI
SICI code
0137-5083(1997)71:8<1093:CAOOAI>2.0.ZU;2-5
Abstract
Oxidation of aromatic aldoximes with one-electron oxidant eerie ammoni um nitrate CAN in acetonitrile and propionitrile, has been investigate d. Aromatic nitrile oxides, formed in situ, underwent 1,3-cycloadditio n with aliphatic nitriles and 5-alkyl-3-aryl-1,2,4-oxadiazoles are pro duced in moderate to high yields. The mechanism of the reaction based on the transformations of intermediate aldazine di-N-oxides is discuss ed.