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The α-position Functional Group Reaction Of Carbonyl Compounds

Posted on:2022-06-30Degree:MasterType:Thesis
Country:ChinaCandidate:X M ZhangFull Text:PDF
GTID:2491306527494634Subject:Pharmaceutical Engineering
Abstract/Summary:PDF Full Text Request
α-Functionalization of carbonyl compounds is an efficient method to construct C-O bond.α-Functionalization of carbonyl compounds has great research value in the synthesis of natural products and intermediates of drugs.The traditional synthesis strategy is that the carbonyl compounds generate enol anion which is rearranged or coupled with various types of electrophilic reagents under the condition of strong base.This kind of reaction has many disadvantages such as low atomic economy,unfriendly environment,and harsh reaction conditions.In recent years,with the development of green chemistry,the atomic economy in chemical synthesis has been put forward for higher requirements.In this paper,α-acyloxylation reaction is achieved by domino strategy which has the advantage of atomic economy,easy to operate,reagent saving,and time saving.The α-acyloxylation of carbonyl compounds is achieved by domino strategy.The products were obtained with N,N-dialkylamides in the presence of copper salts.The optimal reaction conditions were obtained through the screening of copper salt,reaction time,reaction temperature,and solvent.The reaction process is the substitution of copper bromide with all kinds of ketone to obtain α-bromoacetone and Cu Br.DMF reacts withα-bromoacetone to obtain imines.Imines are then hydrolyzed by H2 O to form final product.The separation yield is as high as 95 %.The products are obtained directly by domino strategy with good yields,wide reaction scope,simple operation,and high atomic economy.
Keywords/Search Tags:Carbonyl group α function group, Cupric bromide, Acyl compounds, Imine, Bromination reaction, Hydrolyze
PDF Full Text Request
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