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The Study Of Palladium-catalyzed Carbonylative Transformation Of Iodobenzene

Posted on:2020-12-14Degree:MasterType:Thesis
Country:ChinaCandidate:H J AiFull Text:PDF
GTID:2381330572468927Subject:Chemistry
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Palladium catalyzed carbonylation reaction has developed rapidly in both laboratory research and industrial applications since 1974.So far,carbonylation reaction has been used as a very important synthesis tool,widely used to synthesize a large number of basic chemicals and fine chemicals,has had a significant impact on human life.Halogenated aromatics,as the most commonly used of the palladium catalyzed carbonylation reaction electrophilic reagent,can be used in the synthesis of various kinds of aldehydes,ketones,esters,amides,etc,those compounds which containing carbonyl,as a dye,medicine,the important intermediates of pesticides and other industrial products,Indicates that the significance of palladium-catalyzed carbonylative reactions with Ar-X.Carbon monoxide(CO),as an essential substrate in carbonylation reaction,comes from a wide range of sources.At present,the most widely used and deepest application is the direct use of CO gas,especially in large-scale industrial production.However,if a compound is prepared by carbonylation reaction on a small scale,or carbonylation reaction research on a laboratory scale,such as direct use of CO gas,there are many disadvantages.As is known to all,CO gas is extremely toxic,colorless and odorless,and its damage to human body can be deposited and irreversible.Therefore,a series of supporting equipment and an accurate monitoring system are required when it is used.Therefore,the development and use of a safe and inexpensive alternative carbonyl source is a hot topic in recent years.However,when CO is released,other substances are often produced into the reaction system to affect the reaction,so there is almost no alternative carbonylation source suitable for all carbonylation reactions.However,crisis is often a turning point.It is of great significance and also a challenge to make use of the property of substituting carbonylation source to make carbonylation reaction that cannot be achieved directly using CO gas.The main research work of this paper is as follows:1.With CO Surrogates and inorganic ammonium salt,aryl primary amide can be prepared from halogenated aromatic hydrocarbon under the condition of no gas.The reaction method is simple,efficient and widely applicable.2.A series of diindole methane derivatives(BIMs)were synthesized simply and efficiently from iodobenzene and indole by palladium catalyzed carbonylation series reaction strategy.3.A series of perfluoroalkylation reactions were developed to efficiently prepare a large number of compounds containing perfluoroalkyl chains by using various substrates containing unsaturated bonds.
Keywords/Search Tags:carbonylation reaction, palladium-catalyzed, CO surrogates, aryl primary amide, BIMs, perfluoroalkylation
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