Study On Copper-catalyzed Tandem Cyclization Of Alkynyl Cyanides And Enynes

In organic synthesis,a tandem reaction refers to a reaction in which two or more steps are continuously carried out in the same reaction environment without performing a new operation.The tandem reaction has the advantages of good selectivity,atomic economy,process economy and environmental friendliness.The tandem reaction can synthesize complex molecules with simple starting materials,and the molecular structure is widely used in the fields of drugs and materials.Therefore,the tandem reaction has been a hot spot for chemists.In this paper,two simple starting materials as alkynyl cyanides and enynes,were used as substrates to synthesize two kinds of special skeleton molecules by tandem reaction with foreign reagent.This paper is divided into the following three chapters:The first chapter summarizes the research progress of the cyclization reaction involving alkynyl cyanides and enynes.In the second chapter,a variety of benzimidazole isoquinolines were selectively synthesized by the tandem cyclization reaction of2-(2-phenylacetylene)benzonitrile and 2-iodoaniline under copper catalysis.The reaction formed three different C-N bonds,giving a moderate to good yields.The reaction product contains both imidazole and isoquinoline structures and has important applications in the field of pharmaceutical and pesticide synthesis.In the third chapter,an effective copper-catalyzed [2+2+2+2] tandem cyclization reaction of 1,3-diene-8-yne and arylsulfonyl chloride was developed for the selective synthesis of cyclopentadiene quinolinones.The reaction undergoes three cyclization processes of free radicals and successfully constructs a quaternary carbon center.The reaction yield is moderate.