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Oxa-Michael Addition Reactions With Alcohols And Tandem Reactions With Malononitrile Of 1,3-Diarylynones

Posted on:2020-06-27Degree:MasterType:Thesis
Country:ChinaCandidate:J J HeFull Text:PDF
GTID:2381330575466205Subject:Organic Chemistry
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Ynones are an important class of substances that are widely found in natural products.Such compounds have important application value in medicine,biochemistry and the like.In the past few decades,many methods for synthesizing ynones have been reported,and a large number of methods for preparing important heterocyclic derivatives such as furan,pyrazole,pyridine,thiophene,fused ring,and ether have been reported using ynones.Despite this,there are some shortcomings in the synthesis of ynones,which have been the focus of research enthusiasts.This paper separately describes the reaction of ynones with alcohols and malononitrile under certain conditions,and efficiently synthesized(E)-3-alko--xyprop-2-en-1-one,3,3-dialkyloxypropan-1-one and 3,5-diaryl-2,6-dicyananilide compound.Chapter 1It mainly introduces the methods of synthesizing ynones in recent decades,such as heavy metal catalysis,photocatalysis,low-cost metal catalysis or a novel organic catalyst to catalyze the coupling reaction.At the same time,the application progress of ynones compounds is also described.For example,the use of metal catalysis,base catalysis,photoelectrochemical catalysis and other methods to synthesize furan,pyrazole,pyridine,thiophene,fused ring,ether and other important compounds.Chapter 2(E)-3-alkoxyprop-2-en-1-ones and 3,3-dialkoxypropan-1-ones were efficiently synthesized by controlling the time,using Na OH as a base at room temperature,using various alcohol single-or double-oxa-Michael addition to ynones.The solution has the advantages of good substrate adaptability,no transition metal catalyst,mild reaction conditions,high yield and high stereoselectivity.Chapter 3The 3,5-disubstituted-2,6-dicyanoaniline compound is efficiently synthesized using an ynones and malononitrile,using KOH as a base and Me CN as a solvent.The method has the advantages of mild reaction conditions,no transition metal catalysis,high yield,and a wide variety of substrates.
Keywords/Search Tags:Ynones, single-or double-oxa-Michael addition, high stereoselectivity, malononitrile, no excessive metal catalysis
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