A DFT study on the mechanism of the annulation reaction of trichloronitroethylene with aniline in the synthesis of quinoxalinone-N-oxides.

摘要: The new annulation reaction of trichloronitroethylene with aniline results in the formation a quinoxalinone-N-oxide derivative. mechanism this one-pot between (TCNiE) and anilines has been extensively investigated B3LYP/6-31+G** methodology. Five different paths (1−5) were proposed modeled by using method. These compared terms activation energies their rate-determining steps regard to experimental findings. Paths 3 5, proceeding via four-membered heterocyclic rings, found be most plausible 32 29 kcal/mol for steps, respectively. effects substituent, solvent, temperature, computational method on these also investigated. showed that path 5 is aniline.