Synthesis Of C-C And C-N Bonds Via Activation Of (sp~2) C-H Bonds With Transition Metals Catalyst

For the past few years,synthesis C-C bonds and C-N bonds with transition metals catalyst is known by more and more researchers.Due to the unique advantage of activation of C-H bonds,which is the economy of atoms and steps,it has attracted a large number of scientific research workers to engage in such research.From the initial pre-functionalization of the substrate to the current transient-directed and regional selectivity of non-directed groups,this field has become increasingly colorful.With the vigorous development of free radical chemistry in another branch of organic chemistry,the state of free radical chemistry and C-H bond activation is increasingly merging,which has also led to extensive research by researchers on transition metal catalyzed coupling reactions.The nitrogen heterocyclic compounds,for example,structural units such as carbazoles,quinones,tetrahydroisoquinolines,fluorenones,pyrrolidines,tetrahydroquinolines and quinolinones,also are important “privileged scaffolds”in bioactive molecules or natural medicines exist in nature.Direct synthesis through the exploration of effective methods will greatly promote the synthesis of drug molecule and the research of biological activity.In this dissertation,we mainly study nickel-catalyzed alkylation of acetophenone construct the high selectively C-C bonds and palladium-catalyzed intramolecular amination of phenylacetamide derivatives form C-N bonds to synthesize oxindole and isatin derivatives.Thesis mainly includes the following three aspects:The first part mainly describes the research progress of coupling reaction with free radicals catalyzed by transition metals in recent years;briefly describes the development status of transition metal catalyzed intramolecular amination reactions;and proposes the research purpose and direction of this paper.The second part mainly introduces the coupling reaction of acetophenone and peroxide-initiated alkyl radicals via nickel catalysis.The electronic density of theacetophenone aromatic ring is adjusted by the additive,and the reaction is performed to the para-position of acetophenone to achieve the purpose of its regioselective reaction.The third part mainly studies the pre-functionalization of the substrate is performed to construct N-acetamido-oxindole and isatin derivatives via(sp2)C-H bond activation with palladium catalysis in one step.The efficient synthesis of a class of pharmaceutical molecule scaffolds for the treatment of epilepsy and diabetes through functional group transformation provides a practical strategy for the subsequent synthesis and activity research of such drug molecules.