Survey tri-components reaction of trifluoroacethymidoyl chloride, isocyanide and quinoline

Amongst heterocyclic compounds, nitrogen heterocycles are very important. pyrimido[5,1-a]isoquinolines, pyrimido[5,1-a]pyridines and pyrimido[5,1-a]quinolines as the most stable, nitrogen-riched heterocyclic compounds show high levels of biological activities.1 Nitrogen heterocyclic compounds contain trifluoromethyl substitute are very interesting due to the strong electron-withdrawing effect of the CF3 group which contributes to a number of biologically properties.2 These compounds are interesting as physiologically active agents.3 Herein we wish to report, a highly efficient method for synthesis of triflouromethylated pyrimido[5,1-a]isoquinolines 4, pyrimido[5,1-a]pyridines 5 and pyrimido[5,1-a]quinolines 6 derivatives from reaction of N-alkyl-benzimidoyl chlorides 1 (prepared in situ from the corresponding benzylamine, triphenylphosphine and CCl4), with isoquinoline 3a/ pyridine 3b or quinolone 3c and cyclohexylisocyanide 2 in present of base under reflux conditions in dry CH3CN (Fig. 1).

کلیدواژه ها:

Pyrimido[5 ، 1-a]isoquinolines ، Pyrimido[5 ، 1-a]pyridines ، Pyrimido[5 ، 1-a]quinolines ، N-Benzyl-2 ، 2 ، 2-trifluoroacetimidoyl chlorides ، Cyclohexylisocyanide