The Study Of The Reaction Of ?,?,?-iodo-difluoromethyl Ketones And Enol,Alkynes

Gem-difluoromethylene compounds accounted for a larger proportion in the development of new molecular structure of drugs due to their special properties,radical addition of fluorine-containing building block and unsaturated compounds is one of the ways to introducing into gem-difluoromethylene groups.In this paper,the a,a,a-iodo-difluoromethyl ketones were used as the fluorine-containing building block and we studied the radical addition with enol,alkyne respectively,expanding the applications of the fluorine-containing building block.In the first part,we introduced the radical cyclization reaction of ?,?,?-iodo-difluoromethyl ketones and enol,and the optimal reaction conditions were obtained by screening the reaction initiator,solvent,temperature,and so on.In the initiation of AIBN,?,?,?-iodo-difluoromethyl ketones reacted with 4-pentene-l-ol and 5-hexyl-l-ol with the aid of 2,6-lutidine at 80?respectively to obtain cycloaddition products.In this part,17 gem-difluoromethylene substituted tetrahydrofuran and tetrahydropyran analogues were obtained,all the structures of the compounds were verified by NMR and mass spectrometry.In the second part,we introduced the radical reactions of a,a,a-iodo-difluoromethyl ketones and alkynes.In the initiation of AIBN,a,a,a-iodo-difluoromethyl ketones reacted with alkynes with the aid of 2,6-lutidine at 80 ? to obtain the corresponding gem difluoro substituted iodine alkene derivatives.In this part,6 target products were obtained and verified by NMR and mass spectrometry.