Haloacetylated enol ethers. 13 . Synthesis of N ‐[1‐aryl(alkyl)‐3‐oxo‐4,4,4‐trichloro‐1‐buten‐1‐yl]‐ o ‐phenylenediamines and 2‐trichloromethyl‐4‐aryl‐3 H ‐1,5‐benzodiazepines

The synthesis and isolation of the intermediates N ‐[1‐aryl(alkyl)‐3‐oxo‐4,4,4‐trichloro‐1‐buten‐1‐yl]‐ o ‐phenylenediamines 2a‐f and the corresponding 2‐trichloromethyl‐4‐aryl‐3 H ‐1,5‐benzodiazepines 3c‐g or benzimidazoles 4a‐b derivatives obtained from the intramolecular cyclization of 2a‐f or from direct cyclo‐condensation reaction of β‐alkoxyvinyl trichloromethyl ketones 1a‐g with o ‐phenylenediamine, is reported. Depending of the structure of the β‐alkoxyvinyl trichloromethyl ketones or the N ‐[1‐aryl(alkyl)‐3‐oxo‐4,4,4‐trichloro‐buten‐1‐yl]‐ o ‐phenylenediamines and the reactions conditions, benzimidazoles or 3 H ‐1,5‐benzodiazepines were obtained.