Studies On Palladium-Catalyzed Methodologies For The Synthesis Of Aryl Quinoline Derivatives

Quinoline is one of the important structures for nitrogen-containing heterocyclic compounds,with this structure are widely used in the field of medicinal chemistry and organic electronics materials.The preparation of quinolines has received considerable attention of many organic and medicinal chemists,it is very important to develop an efficient and simple method for synthesizing quinoline derivatives.In this paper,we mainly study a facile protocol for the synthesis of multisubstituted quinolines by the use of 2-phenylacetaldehyde and phenyl azide via palladium-catalyzed reaction in one pot.Part ?: The application and synthetic method of quinolineCompounds with a quinoline core structure are abundantly present in natural products,quinoline derivatives have many excellent biological activity,such as anti-cancer,anti-malarial,and as a good anti-oxidant use in medicine and industry.Alternatively,quinolines provide organic electronics including organic light-emitting diodes(OLEDs)and photovoltaic cells.Derivatives based on quinoline structures have high application value.In the development of organic synthesis chemistry,many methods have been reported for the synthesis of these compounds.According to reports in the literature,We have divided this chapter into two parts:(1)The classical synthesis method of quinoline,namely the name reaction of quinoline synthesis.(2)In recent years,quinoline synthesis methods mainly focus on the field of green chemistry.For example,microwave-assisted,ultrasonic-assisted,photocatalytic,non-metallic,and metal-catalyzed catalysts can be reused in many reactions,and the reaction solvent is also green.Part ?: The synthetic method of 3-phenylquinoline derivativesIn recent years,the synthesis of palladium as a catalyst has caused extensive research in the field of organic synthesis.In this chapter,we introduced a method for the synthesis of 3-phenylquinoline by metal catalyzed coupling-cyclization of phenyl azide and phenylacetaldehyde.We studied the use of palladium chloride as a catalyst,oxygen in the air as a terminal oxidant,the use of phenyl azide and phenylacetaldehyde compounds in air to synthesize 3-phenylquinoline derivatives in one-pot manner.Many methods for the synthesis of quinoline reported in the literature mainly use aromatic amines as nitrogen sources,the azide rarely reported in the literature as a nitrogen source,so we think the method use azide as nitrogen source,provides a new route for the synthesis,the raw materials are easily available,the operation is simple,and the yield is good.