The Catalytic Systems Of Hydroformylation Reaction And Oxidation Coupling Reaction For Indoles

As an important part of organic compounds,indoles and carbazole have important applications in medicine and materials,and they have a great impact on the development of human society.Therefore,how to synthesize indoles and carbazoles efficiently has become one of the research hotspots of chemists.This thesis mainly studies the synthesis of indoles and carbazole ligands.This paper can be divided into the following two parts:Part ?: The study for iron promotes the intramolecular C-N coupling synthesis of indoles by potassium persulfate oxidation.We synthesized 2-phenylvinylaniline compounds by Wittig reaction and used this as a substrate to explore the synthesis of indoles by intramolecular C-N coupling using potassium persulfate as an oxidant under the action of ferrous fluoride.In this paper,screened various reaction conditions and synthesized a series of indole derivatives under optimal conditions,which yield can up to 78%,and also proposed the possible reaction-process.The reaction conditions are mild,using inexpensive potassium persulfate as the oxidizing agent and the readily available ferrous fluoride as the Lewis acid to give indoles having a moderate yield.Further,the obtained indoles derivative has no substituent on the nitrogen atom,which is advantageous for further synthesis of a drug or other derivative.Part ?: Synthesis of carbazole phosphine ligands and the use of them in the hydroformylation of dienes.The hydroformylation of olefins is one of the important homogeneous catalytic reactions.In order to obtain a specific selectivity product,various ligands designed for the reaction,however the selectivity of the reaction remains a huge challenge.A novel carbazole phosphine ligand is synthesized by C-N coupling and applied to the hydroformylation reaction of a diolefin.By screening a series of conditions,it was found that the ligand and the metal cobalt system have no catalytic effect on the hydroformylation reaction of the diene with a formic acid as a hydrogen source and a carbonyl source.When combined with the active metal ruthenium,a single selective reduction product can be obtained,when combined with palladium acetate,a branched product having a yield of 43% and a selectivity of 73% can be obtained.