| Abstract: | Electrophilic substitution reactions in the furylvinylbenzimidazole series were studied. In nitration, sulfonation, bromination, acylation, formylation, and hydroxymethylation reactions, the substituent enters at the  -position of the furan ring. The presence of a vinylene group reduces the influence of the benzimidazole fragment on the furan ring, and therefore the reactions in the latter proceed considerably more rapidly and under milder conditions than in the case of furylbenzimidazole. Calculated data are given for the  -electronic density on the carbon atoms of furyl-vinylbenzimidazole, obtained by the CNDO method.For Communication 6, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1078–1081, August, 1986.The authors wish to express their gratitude to Yu. N. Sheinker for help in the interpretation of the PMR spectra. |
