Preparation and new transformations of trichloromethyl-substituted aliphatic,aromatic, and heterocyclic compounds (review)

A summary is given for new syntheses of heterocycles starting with trichloromethylarenes and the readily available products of the addition of carbon tetrachloride to functional derivatives of olefins. Applications of the electrophilic trichloromethylation for benzene and thiophene compounds are considered. Information is given on the reactions of trichloromethylarenes with heteronucleophiles, in particular, leading to the synthesis of diaryl-1,2,4- and diaryl-1,3,4-oxadiazoles. The reaction of trichloromethylarenes and pyridines to give the corresponding aromatic aldehydes and N-(4-pyridyl)pyridinium dichloride is discussed.Dedicated to Professor A. R. Katritzky on the occasion of his sixty-fifth birthday.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 980–990, July, 1993.