Reactions of acylpyruvic acids and, 2,3-dihydrofuran-2,3-diones with 2,3-diaminopyridine

Authors
Sof'ina, OA Igidov, NM Koz'minykh, EN Trapeznikova, NN Kasatkina, YS Koz'minykh, VO
Citation
Oa. Sof'Ina et al., Reactions of acylpyruvic acids and, 2,3-dihydrofuran-2,3-diones with 2,3-diaminopyridine, RUSS J ORG, 37(7), 2001, pp. 1017-1025
Citations number
37
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
37
Issue
7
Year of publication
2001
Pages
1017 - 1025
Database
ISI
SICI code
1070-4280(200107)37:7<1017:ROAAA2>2.0.ZU;2-G
Abstract
Acylpyruvic acids readily react with 2,3-diaminopyridine to form (Z)-3-acyl methylene-1H-3,4-dihydropyrido[2,3-b]pyrazin-2-ones. 5-Aryl-2,3-dihydrofura n-2,3-diones which can be regarded as lactones derived from gamma -enolized aroylpyruvic acids react with 2,3-diaminopyridine under mild conditions, y ielding regioisomeric (Z)-2-aroylmethylene-4H+1,2-dihydropyrido[2,3-b]pyraz in-3-ones. The structure of the products and reaction chemoselectivity are discussed.