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Three-Component Reactions For Concise Synthesis Of 1,2-Dihydroisoquinolines And Synthesis Of Anti-blood Drug Prasugrel

Posted on:2011-04-28Degree:MasterType:Thesis
Country:ChinaCandidate:M CaiFull Text:PDF
GTID:2121360305499708Subject:Organic Chemistry
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Tandem reactions/multi-component reactions (MCRs) are operatively simple, highly efficient, convergent and atom-economic. Tandem reactions/MCRs in diazo chemistry have mainly focused on the 1,3-dipolar cycloaddition reaction of imine ylide and carbonyl ylide. Our group discovered a new series of multi-component reactions involving ammonium/hydroxyl onium ylide.The thesis mainly reported the three-component reaction of active ylide with 2-alkynylarylaldimines catalized by lewis acid which provide a green simple and efficient way for the synthesis of new complex structure of dihydro isoquinoline.The rearch discoved AgOTf as the best lewis acid together with Rh2(OAc)4, which is effective for a tandem cycliaztion/three-component reactions of 2-alkynylarylaldimines, diazo compounds and water or alcohols to afford new complex and highly functionalized 1,2-dihydroisoquinolines with adjacent a-hydroxy-β-amino carboxyl skeleton structures in one step in good to yield(yield up to 93%), but poor diastereoselectivity(50:50
Keywords/Search Tags:diazo chemistry, multi-component reaction, 1,2-dihydroisoquinolines, Prasugrel, synthesis
PDF Full Text Request
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