Synthesis of tetrahydrofolate coenzyme models 1,2-dimethyl-3-m(p)-nitrophenylsulfonyl imidazolinium iodide and their methyl-substituted one carbon unit transfer reactions

Tetrahydrofolate (THF) coenzymes are involved in biochemical transfer of aone-carbon fragment at different oxidation levels. The study of THF models may providea valuable class of reagents for group transfer reactions with practical significance. Onlya few researches about 5, 10-methenyl-THF models have been reported in literature.

Tetrahydrofolate coenzyme models I·Synthesis of l-methyl-2-phenyl-3-aryl imidazoliniumiodide and benzylildyne(phenyl-substitutef one carbon unit)transfer reactions

Four 1, 2, 3-trisubstituted imidazolinium iodides which were used as 5,10-^+CPh-THF model (7-10) at formic acid oxidation level were synthesized. The benzylidyne group (phenyl- substituted one carbon unit)transfer reactions from these compounds to Grignard reagent were in- vestigated, and the reactions of these compounds with KBH_4 and NaOH were also studied.

Study on the Reaction of Benzimidazolium Salt with Amine Compounds

The addition-hydrolysis reaction of benzimidazolium salt with some mono- and bifunctional amine nucleophiles is reported, and a novel method of biomimetic synthesis for formamides and heterocycle compounds is provided.

A Novel Method for Biomimetic Synthesis of Mannich Bases

Since the early studies of Mannich, Mannich reaction has become an important tool for the synthesis of new compounds. Mannich bases can be either directly employed or used as intermediates. In this work, the one-carbon unit transfer reaction of tetrahydrofolate coenzyme was initiated. 1,3-Dimethylimidazolidine as a new tetrahydrofolate coenzyme model at formaldehyde oxidation level was used to react with ketone having active hydrogen atoms and amine to give the corresponding Mannich base in good yield by a covert Mannich reaction. A novel method for biomimetic synthesis of various Mannich bases is provided.