Application Of Palladium-Catalyzed Insertion Reaction Of Isonitrile And Carbon Monoxide Donor In Synthesis Of Organic Hclcrocyclc Molecules

With the first development of carbon monoxide(CO)by R.Heck and his co-researchers as a small molecule insertion unit for organic synthesis in 1974,more and more organic molecules have been developed as structural units for complex organic in the molecule.Among them,isonitrile compounds and carbon monoxide donor compounds have gradually entered the field of vision of organic chemists due to their safety,mildness,and convenient measurement.This article provides a new idea for the insertion of small molecules to realized the synthesis of organic heterocyclic compounds by using the reaction developed by isonitrile and carbon monoxide donors,and also develops a simpler method for the synthesis of these two molecules with potential biological activity.Isonitrile compounds are a class of small molecular compounds with very special electrical properties.They have both nucleophilic and electrophilic characteristics,which makes them more flexible in organic synthesis reactions.They can be flexibly used as carbonyl donors,carbon units or imines through experimental design;Carbon monoxide donors such as molybdenum hexacarbonyl[MO(CO)6],iron pentacarbonyl[Fe(CO)5],due to their characteristics of mildly releasing carbon monoxide gas under catalytic conditions,have received widespread attention and research as a substitute for carbon monoxide in recent years.Therefore,this paper mainly reports the application of small molecule insertion reaction catalyzed by palladium.It is mainly divided into two partsThe first part(Chapter 2)is the synthesis of indole compounds.The synthesis of N-imino-(1H)-indole is catalyzed by palladium-catalyzed oxidation of isonitrile into phenylboronic acid,and then coupling with 2-(phenylethynyl)aniline.This method realizes the structure of introducing an imine aryl group while synthesizing an indole ring with 2-(phenylethynyl)anilineThe second part(Chapter Three)is the synthesis of quinazolinone.It describes a palladium-catalyzed carbon monoxide insertion coupling of the addition of 2-aminobenzamides to get amide,which lead to desired quinazolinones after cyclization with losing water.And this method realized the purpose of using molybdenum hexacarbonyl as a carbon monoxide donor to construct C1 in a nitrogen-containing heterocyclic ring.