Abstract
2,2′-Dipropionylazoxybenzenes undergo rearrangement to the corresponding 3-[1-alkoxy-1-(2-propionylarylamino)ethyl]benzo[c]isoxazoles 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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 743–748, June, 1983.
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Mochalov, S.S., Fedotov, A.N. & Shabarov, Y.S. Rearrangement of 2,2′-dipropionylazoxybenzenes to 3-[1-alkoxy-1-(2-propionylarylamino)ethyl]benzo[c]isoxazoles. Chem Heterocycl Compd 19, 593–598 (1983). https://doi.org/10.1007/BF00523066
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DOI: https://doi.org/10.1007/BF00523066