Palladium Catalyzed The Green Synthesis Of [2,2’]Bifuranyl-5,5’-dicarboxylic Acid Ester And Pyrrole α-Arylation Reaction

Furan and pyrrole are widely found in nature and are important building blocks in organic synthesis.The aromatic compounds with structure of furan and pyrrole play an important role in science and technology.Nowadays,with the continuous consumption of fossil resources,the use of renewable biomass resources as a substitute is attracting more and more attention,making the derivatives of biomass resources have broad application prospects in various fields.The development of new catalytic methods for the efficient conversion of furan and pyrrole to synthesis heterocyclic compounds which with potential applications are still worthy of attention.Palladium-catalyzed coupling reactions to construct C-C bonds has important applications in organic chemistry.In this context,we have studied the Pd-catalyzed furan and pyrrole as the starting material through a series of transformations to obtain target product.In the first chapter,we introduce some arylation reaction of five-membered heterocycle in recent years,and preliminary introduction of our research ideas,at the same time we have preliminary understanding of our research direction.The second chapter,we introduce the green synthesis of difuranate catalyzed by palladium,furfurate as the starting material.A series of 5-bromofuroate esters were obtained by using lithium bromide as green bromine source after trying a series of conditions.Then 5-bromofuroate which synthesized in the previous step was used as substrate,a series of difuranates were obtained by Ullmann reaction of 5-bromofuroate with alcohol as green reducing agent.The third chapter,we introduced the palladium catalyzed ɑ-pyrrole propionic acid arylation reaction using carboxyl as remote oriented group.The reaction used aryl boric acid as arylation reagent,through a ɑ-pyrrole propionic acid intramolecularly “ dearomatization – aromatization” strategy,a series of products were obtained under mild conditions.And also preliminary explored reaction mechanism.