A Novel Method Towards 3-Arylquinoline Structures Based On Aggregative Intergration Of Heterologous Self-Labor Reaction Sequences

Self-organization widely exists in the natural world,social system,life system and so forth.This phenomenon is not only one of the essential contents of life,but also the basis of the formation of complex organisms.Among them,self-organization behavior of small molecule clusters is a vital medium to reveal the process chemical change.The self-organization behavior in complex chemical reaction system is an important method to discover the expression of the new molecular self-organization behavior and reveal the principle of chemical change.After the research of a diversity-oriented reaction system based on Kornblum oxidation for decades,we believe that the "self-organization reaction system" is a type of highly integrative complex reaction system.It is formed on the basis of diversified components of organic unit reactions and the rational design of associated reaction according to the logical transformation of chemical structures.To further reveal and discover the self-organization behavior patterns of molecular clusters,new types of reaction models will be proposed based on the logical integrating the nodes of known organic unit reactions utilizing the principle of heterologous self-labor behavior of reaction sequences.These kinds of reaction system will not only guide the rational design and applications of organic synthesis and develop new research directions,but also serve as crucial means to achieve the efficient and concise,environmentally friendly and atomic economy synthesis of drug molecules,bioactive natural products,functional organic molecular structures and so forth.In chapter 1,we briefly summarize the theory of self-organization reaction system as well as the sources,syntheses and applications of quinolines.Subsequently,we put forward the research idea of this paper.In chapter 2,we summarized previous studies of quinoline synthesis and the importance of the 3-arylquinoline compounds.Additionally,utilizing nitroolefins as a surrogate for phenylaldehydes,we developed a reaction where iron played dual roles to trigger the reduction of o-nitrobenzaldehydes and reductive hydrolysis of β-nitrostyrenes.These two intermediates subsequently integrated to quinoline derivatives.In chapter 3,we summarized the previous synthesis and applications of 2-hydroxy-2,3-dihydro-furan derivatives.In addition,we illustrated a K2CO3-promoted efficient synthesis of 2-hydroxy-2,3-dihydrofurans from arylglyoxal monohydrates and 3-(1H-indol-3-yl)-3-oxopropanenitriles.