16524-11-1Relevant articles and documents
Bio-inspired flavonol and quinolone dioxygenation by a non-heme iron catalyst modeling the action of flavonol and 3-hydroxy-4(1H)-quinolone 2,4-dioxygenases
Pap, József S.,Matuz, Andrea,Baráth, Gábor,Kripli, Balázs,Giorgi, Michel,Speier, Gábor,Kaizer, József
experimental part, p. 15 - 21 (2012/06/15)
The mononuclear complex, FeIII(O-bs)(salen) (salenH2 = 1,6-bis(2-hydroxyphenyl)-2,5-diaza-hexa-1,5-diene; O-bsH = O-benzoylsalicylic acid) was synthesized as synthetic enzyme-depside complex, and characterized by spectroscopic methods and X-ray crystal analysis. The dioxygenation of flavonol (flaH) and 3-hydroxy-4-quinolone (quinH2) derivatives in the presence of catalytic amounts of FeIII(O-bs)(salen) results in the oxidative cleavage of the heterocyclic ring to give the corresponding O-benzoylsalicylic and anthranilic acid derivatives with concomitant release of carbon monoxide. These reactions can be regarded as biomimetic functional models with relevance to the iron-containing flavonol and the cofactor-independent 3-hydroxy-4(1H)-quinolone 2,4-dioxygenases.
The base-catalyzed oxygenation of quinoline derivatives
Czaun, Miklós,Speier, Gábor
, p. 5961 - 5963 (2007/10/03)
The base-catalyzed oxygenation of 1H-2-phenyl-3-hydroxy-4-oxoquinoline leads to cleavage products derived from either an endoperoxide or a 1,2-dioxetan intermediate. A persistent 1H-2-phenyl-3-oxy-4-oxoquinoline radical could also be detected by EPR in the reaction mixture.
Photocyclisation of Enamides. Part 14. Substituent Effects in the Photocyclisation of N-α,β-Unsaturated Acylanilides.
Ninomiya, Ichiya,Kiguchi, Toshiko,Yamauchi, Sadami,Naito, Takeaki
, p. 197 - 202 (2007/10/02)
Irradiation of N-α,β-unsaturated acylanilides having various substituents on the benzene ring yielded a mixture of cis- and trans-octahydrophenanthridones (3a-f) and dihydroquinolones (5a, e, and f).The N-alkylanilides (
