1322668-82-5Relevant academic research and scientific papers
Benzimidazoles and related heterocycles: 11. A novel acid-catalyzed rearrangement in the system 3-benzoylquinoxalin-2(1H)-one-aldehyde-ammonium acetate as a simple and efficient route to 2-(imidazol-4-yl)benzimidazoles
Mamedov,Zhukova,Beschastnova,Gubaidullin
, p. 933 - 936 (2011)
A three-component condensation of 3-benzoylquinoxalin-2(1H)-one with 4-nitrobenzaldehyde and ammonium acetate in AcOH gives 2-[2-(4-nitrophenyl)-5- phenylimidazol-4-yl]benzimidazole via a rearrangement involving the fragment C(2)-C(3)-C(O)Ph of the quinox
A simple and efficient method for the synthesis of highly substituted imidazoles using 3-aroylquinoxalin-2(1H)-ones
Mamedov, Vakhid A.,Zhukova, Nataliya A.,Beschastnova, Tatyana N.,Gubaidullin, Aidar T.,Rakov, Dimitry V.,Rizvanov, Il'Dar Kh.
, p. 4280 - 4284 (2011/09/12)
3-Aroylquinoxalin-2(1H)-ones were found to be hetero analogues of α-diketones for the efficient, one-pot, three component synthesis of 2,4,5-trisubstituted imidazoles and imidazo[1,5-a]quinoxalin-4(5H)-ones in boiling methanol. The key advantages of this process are high yields, ready availability and low cost of 3-aroylquinoxalin-2(1H)-ones and easy work-up and separation of the products by non-chromatographic methods. Furthermore, the presence of an ortho-iminoanilide fragment at position 4 of the imidazoles obtained has made it possible to produce 2-(imidazol-4-yl)benzimidazoles in almost quantitative yields.
