Study On Synthesis Of 1,2-Dione Derivative By Methyl Ketones And Aromatic Amines Catalyzed By Iron Salts

As a catalyst for the coupling reaction,metal iron salts are more and more chemists in the field of catalytic synthesis because of their advantages of low cost,easy availability,multi-valence change,low biotoxicity and high chemical stability.Extensive attention and in-depth research.In this paper,a metal iron salt catalyzes the reaction of the complete C?sp³?-H functionalization of methyl ketone with the para-coupling of an aromatic amine to synthesize a substituted ethylenedione derivative.The reaction is a metal iron salt and KI cycle catalysis.The oxidation system is capable of efficiently catalyzing the functionalization of me thylketone molecules.In the reaction system,KBF₄ was used as a protective reagent for the aromatic amino group,and the coupling reaction between the two was carried out in a mineral acid-controlled DMSO solution.Through in-depth study of the reaction system,the reaction conditions are gradually optimized,and the range of substrates including the coupling reaction of the primary aromatic amine,the secondary aromatic amine or even the tertiary aromatic amine with the methyl ketone raw materials such as acetophenone is expanded.Attempts have been made to study the possible mechanism of the coupling reaction.The main research content includes the following parts:1)Firstly,a systematic review of the synthesis methods of different substituted ethylenedione derivatives is carried out,and the relevant contents and research significance of this topic are expounded.2)By systematically optimizing the catalytic conditions of the reaction,the standard reaction conditions we developed are the iron salt used in the catalytic environment plus KI as a catalyst,and the molecular oxygen in the gas phase atmosphere can be utilized as a protective agent for KBF₄.Excipients can be significantly reduced by the presence of a mineral acid-controlled acidic DMSO solution at 100°C.Molecular oxygen utilized is mostly derived from air,and the reaction is capable of obtaining relatively good product yields after 12 hours of operation.Most reactions can achieve very desirable product yields.The reaction system better ov ercomes the obstacles in the existing research base.For example,because the reactivity of the second and third aromatic amines is too high,it is not conducive to the smooth progress of the reaction process,and in the reaction system we developed,Not o nly the primary aromatic amine can obtain a very desirable target product reaction yield under standard conditions,but also the secondary aromatic amine and the tertiary aromatic amine can undergo the desired reaction process under standard reaction condi tions.3)After in-depth study,it can be seen that all the catalysts in the reaction conditions are cheap and easy to obtain,the experiment operation is simple,and the air molecular oxygen can be utilized well,and a green environmentally friendly catal ytic system is constructed.4)Through the rigorous inference and demonstration of the observed experimental phenomena,and the rational design experiment to verify,combined with the experimental results analysis and discussion,the reaction mechanism of the methyl ketone C?sp³?-H bond functional group oxidative coupling reaction was proposed.In this mechanism that may have two competing catalytic pathways,we propose a more reasonable aniline intermediate,combined with rigorous validation experimental design,results discussion and analysis,based on the existing literature basis and experimental results.A more likely reaction mechanism.