Heterocyclization of Functionalized Heterocumulenes with C,N- and C,O-Binucleophiles:V.Synthesis of Imidazo[l,5-a] imidazole Derivatives by Cyclocondensation of 1-Chloroalkyl Isocyanates with Imidazoles and Benzimidazole

摘要

1-Chloroalkyl isocyanates react with imidazole,4(5)-phenylimidazole,and 4,5-dimethyl(phenyl)-imidazoles to give 5-aryl-5-trifluoromethyl-5,6-dihydro-7H-imidazo[ 1,5-a]imidazole-7-ones,and with benzimidazole affording l-aryl-l-trifluoromethyl-l,2-dihydro-3H-imidazo-[l,5-a]benzimidazole-3-ones.The reactions of imidazoles with aryl and alkyl isocyanates are nowadays sufficiently documented.The phenyl isocyanate is known to react with imidazole and 4,5-diphenylimidazole at heating in a boiling benzene to furnish N-carbamoyl derivatives.