Synthesis of pyrimido[1,6- a]quinoxalines via intermolecular trapping of thermally generated acyl(quinoxalin-2-yl)ketenes by Schiff bases

Svetlana O Kasatkina; Ekaterina E Stepanova; Maksim V Dmitriev; Ivan G Mokrushin; Andrey N Maslivets

doi:10.3762/bjoc.14.147

Synthesis of pyrimido[1,6- a]quinoxalines via intermolecular trapping of thermally generated acyl(quinoxalin-2-yl)ketenes by Schiff bases

Beilstein J Org Chem. 2018 Jul 11:14:1734-1742. doi: 10.3762/bjoc.14.147. eCollection 2018.

Authors

Svetlana O Kasatkina¹, Ekaterina E Stepanova¹, Maksim V Dmitriev¹, Ivan G Mokrushin¹, Andrey N Maslivets¹

Affiliation

¹ Department of Chemistry, Perm State University, ul. Bukireva 15, Perm 614990, Russian Federation.

Abstract

Acyl(quinoxalin-2-yl)ketenes generated by thermal decarbonylation of 3-acylpyrrolo[1,2-a]quinoxaline-1,2,4(5H)-triones react regioselectively with Schiff bases under solvent-free conditions to form pyrimido[1,6-a]quinoxaline derivatives in good yields.

Keywords: Schiff bases; acyl(quinoxalin-2-yl)ketenes; cycloaddition; pyrimido[1,6-a]quinoxalines; thermolysis.