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Studies On Co-catalyzed Methodologies For Cross-Dehydrogenative Coupling Reaction Of Quinolines

Posted on:2019-06-09Degree:MasterType:Thesis
Country:ChinaCandidate:S K LiuFull Text:PDF
GTID:2321330566464654Subject:Chemical engineering
Abstract/Summary:PDF Full Text Request
Quinoline derivatives are a class of important heterocyclic compounds,and the quinoline skeleton system exists in various natural products.In this paper,we discussed a concise and efficient protocol for cross-dehydrogenative coupling of quinoline derivatives:cobalt salt as catalyst,benzamide-quinolines and alcohols as reaction substrates,the cross-dehydrogenative coupling of quinoline derivatives was accomplished under mild and appropriate conditions.The route is convenient,easy to operate and available for a variety of functional groups in moderate to good yields.The paper is divided into the following three parts.Part one:Chemical properties and applications of quinoline derivatives.Quinoline derivatives have many activities such as anti-malaria,antibiotics,anti-tuberculosis,anti-HIV,anti-platelet,anti-tumor and anti-inflammation.It is an important class of biologically active heterocyclic compounds in the field of drugs.Some of the substituent-containing quinolines have strong metal chelating ability and are widely used in the fields of novel materials and electronic materials.Part two:Research progress on the synthesis of quinoline derivatives and progress in C-H activations.In the development history of the organic synthesis chemistry,the synthesis of quinoline compounds and the study of C-H activation have been the focus of scientists.There are many classical synthesis methods.This chapter will describe the synthesis of quinoline derivatives from two different synthetic routes.At the same time,we report the progress of C-H activations.Part two:Studies on Co-catalyzed methodologies for cross-dehydrogenative coupling reaction of quinolines.In recent years,the C-H activation of quinoline compounds catalyzed by transition metal catalysts has attracted widespread attention.A concise and efficient protocol for ortho-alkoxylation of benzamides was developed via Co?II?-catalyzed cross-dehydrogenative coupling?CDC?reaction with alcohols.The reaction only employs Ag2O oxidant,NaOAc base and alcohols solvent required as the alkoxylation source under N2 atmosphere.The method shows excellent functional group tolerance and highly regioselectivity,which provides a facile pathway for the ortho-alkoxylation of benzamides.
Keywords/Search Tags:8-aminoquinoline-derived, Co-catalyzed, ortho-alkoxylation
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