Research Of The N-alkylation Reaction Based On Alcohol And Thio Etherification Reaction Base On Sulfur Siliana

The synthesis of amines and amides has always be an important part of organic synthesis chemistry through the construction of cabon-heteroatom bond. Amine derivatives and amide compounds have been widely used in pesticide, medicine, dyes, polymeric materials, food additives and other kinds of industrial and agricultural production. Another class of compounds,thioether compounds is extensively used in many biological, pharmaceutical chemistry, material science and other fields. But, at present, the known synthetic methods generally have some disadvantages, such as relatively expensive catalysts, troublesome post-processing, poisonous raw materials, etc. Along with the research progress of green catalytic synthesis methods and wide application, more and more attention has been paied to more green and economical method for synthesis of such compounds. Here, this paper respectively introduces the research progress of amine, amide derivatives and thioether compounds and their relatively simple green synthesis methods.Part one: N-alkylation reaction of amines with alcohols. Based on the informed research, a greener, more economic, air-promoted method was developed for the synthesis of a series of secondary amine compounds through aerobic N-alkylation of aromatic amine and amide compounds, with alcohol as alkylation reagents. Mechanistic revealed that the air-promoted reaction most possibly proceeds via the transition metal-free aerobic relay race mechanism, supporting the new mechanism we have prposed.Part two: DMF-induced sulfur-silicon bond activation leading to efficient synthesis of unsymmetrical thioethers. Based on our previous research, herein is reported the efficient synthesis of a variety of asymmetric thioether compounds, catalyzed by catalytic amount of halogen anion produced by amination reaction of DMF and halohydrocarbon in nearly neutral conditions. It is a relatively novel protocol for the synthesis of different unsymmetrical thioethers, without the use of transition-metal and the phase transfer catalysts. Further research of the relevant mechanism and its synthetic applications are underway.