CHEMISTRY OF ACYL(IMIDOYL)KETENES.
8. THERMOLYSIS OF 3-ALKOXYCARBONYL-5-PHENYL-1,2,4,5-TETRAHYDROPYRROLO[1,2-<i>a</i>]QUINOXALINE-1,2,4-TRIONES. STRUCTURE OF 2-(3-OXO-4-PHENYL-3,4-DIHYDRO-2-QUINOXALINYL)-2,4-DI(ETHOXYCARBONYL)-6-PHENYL-2,3,5,6-TETRAHYDRO-1H-PYRIDO[1,2-<i>a</i>]QUINOXALINE-1,3,5-TRIONE
DOI:
https://doi.org/10.1007/s10593-005-0007-9Keywords:
alkoxycarbonyl(imidoyl)ketene, acyl(imidoyl)ketene, pyrroledione, crystal and molecular structure, [4 + 2] cyclodimerizationAbstract
3-Alkoxycarbonylmethylene-1-phenyl-1,2,3,4-tetrahydro-2-quinoxalones, obtained by the interaction of dialkyl esters of oxaloacetic acid and N-phenyl-o-phenylenediamine, react with oxalyl chloride with the formation of 3-alkoxycarbonyl-5-phenyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-triones. Alkoxycarbonyl(2-oxo-1-phenyl-1,2-dihydro-3-quinoxalinyl)ketenes, generated on thermal decarbonylation of the latter, are stabilized by participation in a [4+2] cyclodimerization reaction with the formation of 2,4di(alkoxycarbonyl)-2-(3-oxo-4-phenyl-3,4-dihydro-2-quinoxalinyl)-6-phenyl-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoxaline-1,3,5-triones. The crystal and molecular structure of the di(ethoxycarbonyl) derivative have been investigated by X-ray structural analysis.
How to Cite
Maslivets, A. N.; Aliev, Z. G.; Krasnykh, O. P.; Golovnina, O. V.; Atovmyan, L. O. Chem. Heterocycl. Compd. 2004, 40, 1295. [Khim. Geterotsikl. Soedin. 2004, 1501.]
