Phenyliodonium Diacetate Promoted Chlorination And Trifluoromethylation Of 1,3-Dicarbonyl Compounds

Organic hypervalent iodine reagent has a highly polarized iodine center,and has shown the similar oxidation ability as precious metals and transition metals.Benefited from its mild condition and high selectivity,the reaction promoted by organic hypervalent iodine reagent has been widely applied in organic synthesis.With the advantages of highly efficient and metal—free reactivity characteristic,the organic reaction involving hypervalent iodine reagents seems to be more environmentally benign compared to that with metal reagent.1,3-dicarbonyl compound, has a special structure and excellent reactivity, as an important organic synthetic precursor is widely used in a variety of organic synthesis.Therefore, this paper explores the participation of high iodine reagent PIDA chloride and 1,3-trifluoromethyl carbonyl compounds methylation. The first chapter: Research Progress in organic hypervalent iodine reagentThis chapter mainly expounds the research progress of the trifluoromethylation from three aspects. A first aspect, classification of high iodide; second aspect, the application of high iodide reagent; a third aspect, to iodobenzene diacetate PIDA example to introduce several types of reactions hypervalent iodine reagents participation. The second chapter: Phenyliodonium Diacetate Promoted Mild ?-Monochlorination of 1,3-dicarbonyl CompoundsTrimethylchlorosilane was used as chlorine source for the selective ?-monochlorination of 1,3-dicarbonyl compounds with phenyliodonium diacetate as oxidant at room temperature. Optimized or modified reaction condition has allowed the synthesis the ?-chlorinated products from different kinds of 1,3-dicarbonyl compounds in good yield. The potential possibility for bromination of this conversion was also investigated. The third chapter: Phenyliodonium Diacetate Promoted trifluoromethylation of 1,3-dicarbonyl CompoundsIn this chapter, we explore the use of cheap and easy to obtain high iodine reagent and TMSCF3 reagent to complete the trifluoromethylation. Synthesis a series of ?-trifluoromethyl-1,3-dicarbonyl compounds in a good yield. The trifluoromethyl trimethylsilane act to the fluorine source, a potential industrial application, expanding the trifluoromethyl trimethylsilane in Organic Synthesis.