ИСТИНА

We studied the reaction of N-substituted aromatic hydrazones with CCl4 in the presence of CuCl as a catalyst. As a result, we have found a new catalytic reaction, which allows to create carbon-carbon double bond. We have found that this transformation occurs with the formation of 4,4-dichloro-1,3-diaryl-1,2-diazabutadienes-1,3 and developed a general method for their preparation. The reaction has universal character and allows to synthesize diazenes containing both donor and acceptor substituents in the aromatic ring with high yields. The presence of conjugated π-electron system with acceptor azo group and the presence of two chlorine atoms open unique opportunities for application of these synthetic substrates. Thus, reaction with sodium azide proceeds as tandem transformation including formation of bis-azides, followed by elimination of a nitrogen molecule, and cyclization to form unknown 4-azido-2,5-diaryl-1,2,3-triazoles. The presence of the azide group offers the possibility of their further modification of these unique compounds.