1240800-01-4Relevant academic research and scientific papers
Three-component condensation of trifluoromethyl-substituted cyanovinylphosphonates, arylamines, and ketones and cytotoxic activity of products thus obtained
Shidlovskii,Peregudov,Averkiev,Bulychev,Antipin,Chkanikova
experimental part, p. 144 - 161 (2011/01/10)
A three-component condensation of trifluoromethyl-substituted cyanovinylphosphonates, arylamines, and ketones (acetone, cyclopentanone, or cyclohexanone) has been studied. A possibility of using trifluoromethyl- substituted cyanovinylphosphonates as precursors of 1,4-dihydropyridines, 4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridines, 1,4,5,6,7,8-hexahydroquinolines, and 1,4,4a,5,6,7-hexahydroquinolines, modified with both trifluoromethyl and diethoxyphosphoryl groups, has been demonstrated. Using X-ray diffraction analysis, it was found that in some cases of the three-component condensation under study a mixture of 1-aryl-2-amino-and 2-arylamino-substituted products was formed. Migration of the multiple bond onto the ring fused with the dihydropyridine ring has been inferred from the NMR spectra and X-ray diffraction data. Cytotoxic activity of some compounds synthesized has been studied in the US National Cancer Institute.
