Tolmachova N. Synthesis and сhemical properties of 6-polyfluoroalkyl containing pyrones-2

6-Polyfluoroalkyl containing pyrones-2. Development of comfortable method of synthesis from accessible APFC and their use for the receipt of potential bioregulators. Chemical synthesis, IR- and РMR-spectroscopy, chromatography. The reaction of fluorinated enones bearing at the position 2 methylene group activated by electron withdrawing substituents ware studied. If a thiazole ring is in the starting methylene compounds, pyrones or pyridones were formed, respectively, due to the participation of ester or nitrile groups in heterocyclization. Also, a new practical method for regioselective synthesis of the N-benzoyl-4-polyfluoroalkylanilines by thermal Diels-Alder cycloaddition of 6-polyfluoroalkylpyran-2-ones and fluorostyrenes, acetylenes or vinyl ethers is described. The reduction of the obtained pyrones or pyridones affords corresponding 5-polyfluoroalkylnorleucines or 5-trifluoromethylornithines both as diastereomeric mixtures and as diastereomerically pure compounds. Sphere of use - bioorganic andorganic chemistry.