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Study On The 1,3-Dipolar Cycloaddition Reaction Of Azomethine Yelides

Posted on:2021-04-09Degree:MasterType:Thesis
Country:ChinaCandidate:R P HanFull Text:PDF
GTID:2381330602973355Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Azomethine ylides are an important active intermediates,which are the most widely used as 1,3-dipole.The 1,3-dipolar cycloaddition reaction of azomethine ylides is one of the important reactions for the synthesis of heterocyclic compounds,and widely used in the fields of natural product chemistry,medicinal chemistry and nanomaterial chemistry.The development of new catalysts and ligands has greatly promoted the development of 1,3-dipolar cycloaddition reactions in the chemical field.To this end,we designed several reactions:1.We developed a Ag NTf2/ZD-Phos catalytic systems to catalyze the asymmetric 1,3-dipolar cycloaddition of azomethine ylides and3,5-dibenzylidene-tetrahydrothioan-4-ones.The reaction substrates are well tolerated,and various pyrrolidine derivatives are synthesized in excellent yields?up to>99%yield?and good enantioselectivity?up to 97%ee?.2.We developd a Ag/Pd relay-catalyzed 1,3-dipolar cyclization/allylation reaction of azomethine ylides and Morita-Baylis-Hillman acetates.This reaction utilizes the different effects of bimetals to provide a fully substituted allyl imidazolidine derivative in moderate to good yields?up to 78%yield?and excellent regioselectivity.The bimetallic catalytic system has been firstly applied to a1,3-dipolar cyclization/allylation reaction.
Keywords/Search Tags:azomethine ylides, 1,3-dipolar cycloaddition, phosphine ligands, silver catalysis
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