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Study On Formylation Of Nitrogen-containing Heterocycles And Chromone Compounds

Posted on:2021-01-17Degree:MasterType:Thesis
Country:ChinaCandidate:P GuoFull Text:PDF
GTID:2381330620468702Subject:Organic synthesis
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Aldehydes occupy a unique position in organic chemistry owing to the versatility of the aldehyde group,which is capable of undergoing various transformations.Classical methods for the preparation of aromatic aldehydes,such as the Reimer–Tiemann,Vielsmeier–Haack,Gattermann–Koch,and Duff reactions,are not atom-and step-economical.In recent years,research has focused on developing more efficient atomic economic catalyzed formylation reactions.The reactions usually require the use of precious metals such as palladium and rhodium as catalysts,high temperature,high pressure,and highly toxic carbon monoxide as sources of formylation,and they have high activity of aromatic iodine and bromide as substrates.The above disadvantages bring higher costs to the industrial production process,so the development of cheaper catalysts and milder conditions for the development of formylation reactions has important practical application values.Based on the above research background,my work is mainly divided into the following three parts:1.In the first part,the direct formylation of nitrogen-containing heteroarenes has been achieved,and formylation procedure is suitable to variety of five-and six-membered heteroarenes.The reaction features a novel iron-catalyzed Minisci-type oxidative coupling process using commercially available 1,3-dioxolane as a formylated reagent and the reaction can be performed under mild reaction conditions and exhibits broad functional groups tolerance.2.In the second part,the decarboxylated conjugated addition reaction of diethoxyacetic acid and various chromone compounds cata lyzed by Ir as a photocatalyst under visible light irradiation was developed to construct the C-2 position formylation product of chromanone.3.The third part develops the use of inexpensive and readily available organic dye 4CzIPN as a photocatalyst and diethoxyacetic acid as a source of hydroformylation under visible light irradiation to construct the C-2 position formylation product of chromone...
Keywords/Search Tags:Aldehyde, 1,3-dioxolane, Diethoxyacetic acid, Iron catalysis, Visible light catalysis, Formylation reaction
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