Copper-or Halide Ion-catalyzed Green Methods For The Synthesis Of Some Heterocyclic Compounds

Heterocyclic chemical is a very important branch of organic synthesis,which contain about one-third of the total number of organic compounds.Thus,the preparation of various heterocyclic compounds has attracted people's attention.Quinoline derivatives and sulfide compounds are two types of very important organic heterocyclic compounds,which have been widely used in biology,pharmacology,materials science and other fields.This thesis mainly focuses on the Copper-catalyzed or halogen-catalyzed methods for the synthesis of quinoline derivatives and sulfide compounds,and will be divided to two parts:(1)The Copper-catalyzed Friedlander reaction from alcohols;(2)Studies on the synthesis of unsymetrical diaryl thioethers catalyzed by tetrabutylammonium halide.(1)The Copper-catalyzed friedlander reaction from alcohols.This section first reviews the synthesis of quinoline derivatives and their application,and then reports our studies in this section:the copper-catalyzed friedlander reaction of 2-aminobenzyl alcohol with carbonyl compounds containing active alpha methyl or methylene group in air and water,which achieved the good yields of quinoline derivatives' synthesis under mild conditions.(2)Studies on the synthesis of unsymetrical diaryl thioethers catalyzed by tetrabutylammonium halide.The part of this paper first reviews the synthetic methods of unsymetrical diaryl thioethers,then we describes the development of a method for the synthesis of unsymetrical diaryl thioethers between halogenhetero aromatics and phenylthiotrimethylsilane in neutral mild conditions based on our previous research,which use the easy preparation,low price and easy obtained chlorinated or brominated hetero aromatic,as well as cheaper tetrabutylammonium chloride or tetrabutylammonium bromide as catalyst,without using the aryl fluoride and fluorine ion catalyst which have a high price and difficult to obtain.