Reactivity of the ethyl oleate in the [3+2] cycloaddition to arylonitrile N-oxide: a reexamination

⁽¹⁾ Łukasiewicz Research Network – Institute of Heavy Organic Synthesis “Blachownia”, Energetyków 9, 47-225 Kędzierzyn-Koźle, Poland

⁽²⁾ Institute of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow, Poland

⁽³⁾ Faculty of Medicine, The John Paul II Catholic University of Lublin, Konstantynów 1J, 20-708 Lublin, Poland

* Correspondence to: ewa.dresler@icso.lukasiewicz.gov.pl

The course of the reactions between ethyl oleate and aromatic nitrile N-oxides was reexamined under the laboratory conditions. The reaction course was explained on the basis of the DFT quantumchemical calculations. It was found that independently of the reaction protocol, in any case the expected 2-isoxazolines are not formed. Instead of this, respective diarylfuroxanes were isolated from post-reaction mixtures.