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Study On Synthesis Of Heterocyclic Compounds By Cyclic Iodine Ylide

Posted on:2024-07-26Degree:MasterType:Thesis
Country:ChinaCandidate:H S WangFull Text:PDF
GTID:2531307079494204Subject:chemical engineering and Technology
Abstract/Summary:PDF Full Text Request
Nitrogen-containing heterocyclic compounds are widely found in the natural world.Isoquinoline and its derivatives,as typical nitro-heterocyclic compounds,are important structural units of many natural drug molecules and organic ligands.Their performance in medicinal value has made them widely studied.In the past ten years,many carbine precursors have been extensively utilized,such as diazo compounds,hydrazine,triazoles,keenones,sulfoides,etc.Among them,iodoylide,as a precursor of carbene,is not only easy to prepare,but also becomes an excellent precursor of carbene due to its high stability and environmental friendliness.Meanwhile,the C-H functionalization reaction catalyzed by iodoylide has also been developed rapidly in recent years.In this paper,we reviewed the C-H functionalization reactions in which iodine Ylide participated,including oxygen-containing heterocyclic,nitrogen-containing heterocyclic and alkylenylation reactions.At the same time,we summarized the literature reports on the synthesis of isoquinolines by different methods in recent years.This paper focuses on the C-H functionalization reaction of iodoylide catalyzed by metal to construct stable isoquinoline derivatives.The main work is divided into the following two aspects:1.We use 2-phenyl-4-[3H] quinazolone and iodoylide as raw materials under the catalytic action of iridium trivalent,with p-toluene sulfonate silver,p-toluene sulfonic acid as additives,in the 2-phenyl-4-[3H] quinazolone benzene ring ortho-hydrocarbon activation,through the [4+2] cyclization reaction 2,2-dimethyl-2,3-dihydro-4Hquinazolino[3,2-f]phenanthridine-4,14(1H)-dione compound.The reaction has the advantages of mild reaction conditions,easy preparation and safe operation.2.Using 2-arylbenzimidazole and iodoylide as starting substrate,using ruthenium divalent as catalyst,using silver hexafluoroantimonate and sodium acetate as additives,imidazoland [2,1-a] isoquinoline compounds were obtained with high yield through[4+2] cyclization reaction.The reaction has excellent yield,good substrate applicability,simple conditions,safe operation and good regional selectivity.
Keywords/Search Tags:iodide, heterocyclic compounds, transition metal, isoquinoline derivatives, C-H functionalization reaction
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