Studies On 1,3-Dipolar Cycloaddition Reactions Involving Indolone Derivatives And 2-Isocyanoacetate

N-heterocycles compounds are very important and are effective frameworks for many biologically active compounds.In organic chemistry,1,3-dipoles have attracted more and more attention by chemists as an effective synthon for the construction of N-heterocyclic compounds,especially,aza-allyl dipoles.Azomethineimines are a class of readily available stable compounds that play an important role in various catalytic or non-catalytic cycloaddition reactions.This thesis is divided into three chapters:The first chapter summarizes the development background and research progress of 1,3-dipoles.It focuses on the introduction of azaallyl dipoles,azomethine imine dipoles,and nitrone dipoles.The various methods of cycloaddition reactions and construction of biologically active heterocyclic compounds.In Chapter 2,the cycloaddition reaction between?-halohydroxamate and indolinone derivatives was studied.By using a base,a 1,3-dipolar cycloaddition reaction was developed between an oxa allyl cation and an indolinone derivative[1,2,4]-oxadiazines and thiazolidinones in high yield.And the structures of products have been confirmed by ¹HNMR,¹³CNMR,HRMS and single crystal.In Chapter 3,the[3+3]cyclization reaction between the azomethine imine dipole and 2-isocyanoate was studied affording[1,2,4]-triazines in high yield and excellent diastereoselectivities.The reaction condition was mild in dichloromethane at room temperature without catalysts or bases.And the structures of products have been confirmed by ¹HNMR,¹³CNMR and HRMS.