Collect. Czech. Chem. Commun. 1990, 55, 245-255

Beckmann rearrangement of (Z)- and (E)-oximes of 2-aryl-4,5,6,7-tetrahydro-6,6-dimethyl-2H-benzo[d][1,2,3]-triazol-4-ones and 4,5,6,7-tetrahydro-6,6-dimethylbenzo[c][1,2,5]oxadiazol-4-ones

Sophia Mitkidou, Julia Stephanidou-Stephanatou, Constantinos A. Tsoleridis and Nicholas E. Alexandrou

Laboratory of Organic Chemistry, University of Thessaloniki, Greece


The synthesis and geometry of (Z)- and (E)-oximes, II and III, derivatives of tetrahydro-2H-benzo[d][1,2,3]triazoles and tetrahydrobenzo[c][1,2,5]oxadiazoles, was investigated. The possibility of structural assignments of II and III by Beckmann rearrangement was examined. Some CNDO/2 calculations were also carried out on the oximes II and III.