Wang Lan
2003
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Journal
Chemical Research in Chinese Universities
Abstract
Eight 1,3-dimethyl-2-alkyl ethenyl substituted benzimidazolium salts which were used as the models of N 5, N 10-C +R-tetrahydrofolate(THF) coenzymes at formic acid oxidation level were synthesized by the reaction of o-phenylenediamine with acetic acid giving 2-methyl benzimidazole, and the consecutive reaction with methyl iodide and aldehydes. Their molecular structures were characterized by elemental analysis, 1H NMR, IR, MS and UV-Vis spectra. These model compounds can react with nucleophilic reagents(Grignard reagents) to give alkyl ethenyl substituted one carbon unit transfer products α,β-unsaturated ketones. A convenient biomimetic method for synthesis of α,β-unsaturated ketones was provided.