Το work with title Synthesis of quinoxalines by cyclization of α-arylimino oximes of α-dicarbonyl compounds by Xekoukoulotakis Nikos, A.J Maroulis, C.P Hadjiantoniou-Maroulis is licensed under Creative Commons Attribution 4.0 International
Bibliographic Citation
N.P. Xekoukoulotakis, C.P. Hadjiantoniou-Maroulis and A.J. Maroulis, Synthesis of
quinoxalines by cyclization of α-arylimino oximes of α-dicarbonyl compounds, Tetrahedron Letters, Vol. 41, no.52, pp. 10299-10302, Dec. 2000. doi:10.1016/S0040-4039(00)01847-5
https://doi.org/10.1016/S0040-4039(00)01847-5
Heating the title compounds 1 at reflux in acetic anhydride yields quinoxalines 3 and 4 via a presumed aryliminoiminyl radical 5, resulting from homolytic cleavage of the NO bond in the intermediate ester 2. The observed regioselectivity of the reaction is also rationalized by implicating such a radical.