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Synthesis of quinoxalines fused with triterpenes,ursolic acid and betulin derivatives
Authors:Korovin  A. V.  Tkachev  A. V.
Affiliation:(1) Department of Natural Sciences, Novosibirsk State University, 3a ul. Instituskaya, 630090 Novosibirsk, Russian Federation;(2) N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent"eva, 630090 Novosibirsk, Russian Federation
Abstract:
Oxidation of triterpenoids methyl ursonate, acetylbetulone, and allobetulone with atmospheric oxygen in the presence of ButOK in ButOH afforded the corresponding 2,3-diketo derivatives in 90-97% yields. These derivatives exist predominantly as tautomers containing the enolized keto group at the C(2) atom. Their reactions with o-phenylenediamine gave rise to the corresponding quinoxalines in 85-95% yields.
Keywords:triterpenoids  ursolic acid  betulin  allobetulin  quinoxaline  pyrazine  1H and 13C NMR spectroscopy  oxidation  molecular oxygen    /content/n1416t6304u23563/xxlarge945.gif"   alt="  agr"   align="  BASELINE"   BORDER="  0"  >-diketones  o-phenylenediamine
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