Cycloaddition Reaction Of Thio-Containing 1,2/1,3-Dipoles

The main content of this paper consists of two parts: 1.As a typical reaction in organic synthesis,the [3+2] cycloaddition reaction is generally used to construct complex compounds with inorganic base,organic base and Bronsted acid.In this paper,we studied the solvent incorporated [3+2] cycloaddition reaction of azomethine imines with 1,2-dipole of propargyl sulfur ylide to construct N,N-five-membered cyclopyrazolidinone derivatives.This paper focuses on [3+2] cycloaddition reaction with protonated solvents to synthesize five-membered ring compounds.Isopropanol,methanol and n-butanol can participate in the reaction to synthesize N,N-five-membered ring compounds 114 a,115,116 with different alkoxy groups.We also study the applications of N,N-five-membered ring pyrazolidone derivatives containing alkoxy substituents with 83 a as a model substrate.2.Bipolar 1,3-synthon of mercaptoacetal is an important organic synthesis intermediates,with the use of mercaptoacetaldehyde to construct thiophene skeleton.The study of mercaptoacetaldehyde to synthesize 1,4-naphthoquinone and(dihydrogen/tetrahydro)thiophene skeletons with 1,4-naphthoquinone is rare.Therefore,the second part of the thesis focuses on the reaction of DABCO-catalyzed [3+2] cycloaddition reaction of 1,4-naphthoquinone with mercaptoacetaldehyde and mercaptoacetophenone,to synthesis of 1,4-naphthoquinone and(dihydrogen/tetrahydro)thiophene skeleton compounds.The reaction conditions are mild and convenient.