Fundamental Studies Of Fluoro Pharmaceutical Intermediates By Electrochemical Fluorination

Fluoro is the most vivacious, and the strongest electronegative of all nonmatal elements. When fluoro is imported into organic compounds, their chemical and physical properties can be significantly changed. The pharmaceutical has series of special properties such as mimesis effect, lipophilic effect and stability etc., which result in less toxicity, better metabolizability, longer pharmic effect and higher curative effect, when fluoro element or groups containing fluoro are imported into pharmaceutical. Although many methods of preparation of fluoroorganics have been developed to date, they often have unavoidable disadvantages such as complicated equipment, toxic reagents, hazardous operation, serious pollution, and multistep routs in chemical fluorination. Electrochemical fluorination, as a novel fluorination method, can import fluoro into organic compounds directly under mild conditions. Electrochemical fluorination can be classified into two sorts: completely fluorination and selectively fluorination. The latter is more attractive, but in our country this research is just in earlier period. In this paper, we synthesize series of containing fluoro and nitrogen heterocycles compound with selectively electrochemical fluorination. Detailed research contents are as follows:(1) Succeed in selectivity electrochemical fluorinating pyridine, imidazole and 1,2,4-triazole. And discuss the mechanism of selectivity electrochemical fluorination pyridineï¼›(2) Assisting by self-edit program, use adding theory of UV spectra analysis and determine admixture of pyridine and its fluoropyridine; (3) In order to investigate the erect of different group on selectively fluorination, we synthesized series of containing nitrogen ethylene group compounds: 1-(1H-imidazole-1-yl)-acetophenone, 1-(1H- imidazole -5-yl)- acetophenone,1-(1,2,4-triazole-1-yl)- acetophenoneï¼›(4) Primary research on selectivity electrochemical fluorination of the above-mentioned ethylene group compounds.