Synthesis Of Biaryls Compounds Through Palladium-catalyzed Coupling Reaction Of Iodobenzene Diacetate

Due to the organic hypervalent iodine compound stability,cheap and nontoxic properties, In recent years, the organic hypervalent iodine compound caused widespread concern by researchers and has been rapid development. the organic hypervalent iodine compound is not only reflected in all kinds of basic research, in C-C bond, C-O bond, C-N bonds constitute, C-H bond activation, and rearrangement reactions, but also wide application in drug synthetic and natural product molecules intermediates in the preparation unit also has a very important role, It has been developed a kind of potential application value organic reagents in the Organic synthetic chemistry. But the most simple is PhI(OAc)2, which in addition to as an oxidizing agent, a radical initiator, to provide an acetyl group source, It also can be used as source of aryl donor. Therefore, We can use PhI(OAc)2 to provide the aryl and access to biaryl compounds, While biaryl compound is the basic structural unit of medicine intermediate, product life and advanced materials.From the above, this thesis idea is as follows: First, based on the trivalent iodide PhI(OAc)2, expansion of PhI(OAc)2 in the synthesis of architecture biphenyls scope,and under certain conditions to achieve PhI(OAc)2 home-coupling reaction afford biphenyl structure compound. second, select the trivalent iodide PhI(OAc)2 as the aryl source with a class of fluoro-substituted aromatic compounds to achieve cross-coupling to give fluorinated biphenyl compounds. which are known that fluoride biphenyl structure are important intermediates of pesticides, pharmaceuticals,materials.This paper mainly discusses the coupling reaction based PhI(OAc)2, First use of only PhI(OAc)2 as a reaction substrate, without the presence of a ligand, Pd as a catalyst, and added K2CO3 as base to realize home-coupling reaction to give the biphenyl structure compound. Second, select polyfluoro-substituted aromatic compound with PhI(OAc)2 to achieve arylation reaction, the reaction utilizing Pd/Ag system to achieve, with DMF-DMSO as solvent. the system of the group has a goodtolerance, but for some chlorinated aromatic hydrocarbons, fluoro-substituted pyridine ring compounds are also able to achieve good yields; synthesis of various types of biphenyl structure compounds were analyzed and confirm by NMR.