The Study On 1, 3-Dipolar Cycloaddition Reactions

A series of imine esters were synthesised by the addition of amino acid esters to aldehydes.On the basis of this, 1,3-dipolar cycloaddition reactions were studied using imine esters as the starting marerials.The addition of a 1,3-dipole to an alkene for the synthesis of five-membered rings was a classic reaction in organic chemistry.The thesis mainly contains two parts.The first part is about that five-membered rings compounds were synthesised by the addition of unsaturated ketones to imine esters using the silver nitrate as a catalyst.The second part is about that five-membered rings compounds were synthesised using aromatic aldehyde,α-bromoketone and imine ester in the present of zinc power.The effect of solvent polarity, temperature and time on the reactions were examined and reaction scale was changed, in order to get the optimized system.All products are unknown compounds and their structures have been determined by IR,1H NMR,13C NMR,MS and the element analysis.The potential mechanism of the cycloaddition reactions.was studied. The Reformatsky reactions were carried out using aromatic aldehyde andα-bromoketones in the present of the zinc powder in the system and the unsaturated ketones were synthesised. Then the five-membered rings compounds were synthesised with unsaturated ketones and imine esters.