G. M. Suvorova

Organolithium and organosodium compounds of n-substituted 2-alkylbenzimidazoles

Organolithium and organosodium compounds of 1,2-dimethyl-, 1-methyl-2-ethyl-, 1-methyl-2-propyl-, and 1-phenyl-2-methylbenzimidazole, containing the metal in the alkyl group at position C(2), were obtained by metallation. It was found that metallation can be complicated by the addition of the metalling reagent at the C=N bond of the heterocycle. It was shown that the obtained organometallic compounds can be used for the synthesis of various derivatives of benzimidazole.

Cleavage of the N-N bond in 1-substituted indazoles under the influence of aryllithium compounds

Upon reaction with aryllithium compounds (phenyllithium and m-tolyllithium) m-methyl- and 1-isopropylindazoles undergo cleavage at the N-N bond to give N-substituted 2-aminobenzophenones. The heterocyclic ring of 1-isopropyl-3-phenylindazole also undergoes cleavage at this bond under the influence of phenyllithium.

Synthesis and transformations of 2,3-dioxo-2,3-dihydroimidazo [1,2-a]-benzimidazole derivatives

Abstract9-(H)Alkyl-2,3-dioxo-2,3-dihydroimidazo[1,2-a]benzimidazoles were synthesized by the action of oxalyl chloride on 2-amino-1(H)alkylbenzimidazoles and subsequent cyclization of the resulting 2-amino-1-(H)alkyl-3-chlorooxalylbenzimidazolium chlorides in the presence of triethylamine. The behavior of the synthesized benzimidazoles with respect to the action of alkalis, lithium aluminum hydride, and ethylmagnesium bromide was studied.