Studies Of Multi-step Conversion Of C-H Bond Of Carbonyl And Its Trifluoromethylation

The a C-H of ketone is a very useful structure for functionization. The alkoxylation of a C-H of ketone will lead to the formation of radical initiator for UV materials. We studied the oxidation of a C-H of ketone. Thea, a-diethoxyacetopheno ne(DEAP) was synthesized from acetophenone, ethanol and ammonium persulfate catalyzed by phospho-tungstic acid and a porphyrin. Followed by trifluoromethylation of DEAP to get the trifluoromethylated DEAP(CF3-DEAP) which is a more useful radical initiator for UV paint. Modification of the reaction conditions was studied in detail and CF3-DEAP was obtained under the best condition with a total yield of68%. Based on lab technology, the industrialization of CF3-DEAP was achieved from reaction, separation and purification.Synthesis of trifluoromethylated heterocyclic compound via1,3-dipolarization of1,3-dipole from the conversion of a C-H of aldehyde with trifluoromethylated alkyne plays very important role in organic synthesis. A series of trifluoromethylated isoxazole derivatives were synthesised by addition reaction of1,3-dipole from aromatic aldehydes and trifluoromethylated alkynes. On this basis, we mainly studied how iron powder and ammonium chloride affect the reduction reaction of trifluoromethylated isoxazole compounds. By selecting a suitable solvent, reaction temperature and time to optimize the reaction system, we got the best results till now. All the compounds were identified by a proton magnetic resonance spectroscopy, mass spectrometry and elemental analysis.