REARRANGEMENT OF 2,2'-DIPROPIONYLAZOXYBENZENES TO 3-BENZOISOXAZOLES

Article abstract of DOI:10.1007/BF00523066

2,2'-Dipropionylazoxybenzenes undergo rearrangement to the corresponding 3-<1-alkoxy-1-(2-propionylarylamino)ethyl>benzoisoxazoles in the case of base catalysis; this transformation is realized only in the case of ortho,ortho' orientation of the propionyl groups in the substrate molecule and with the participation of the solvent as a reagent.A mechanism for the rearrangement that assumed the participation of one of the propionyl groups in intramolecular reduction of the azoxy group to an azo group is proposed.