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Study On Inexpensive Solvent Molecules Participate In The Conversion Of Aryl Carboxylic Acids

Posted on:2022-01-03Degree:MasterType:Thesis
Country:ChinaCandidate:X H CaoFull Text:PDF
GTID:2491306539490314Subject:Chemistry
Abstract/Summary:PDF Full Text Request
Solvent refers to a liquid that can dissolve solid,liquid or gaseous solute,and forms a relatively uniform and stable reaction system with substrates,catalysts,additives and other compounds in the reaction process.Nevertheless,solvent can selectively break up different molecular fragments under certain conditions and be introduced into the substrate as synthons,thus increasing the diversity and possible biological activity of the synthesized molecules.In recent years,the use of cheap solvent as substrate to participate in reactions has become a hot research topic in synthetic chemistry.Aryl carboxylic acids compounds are widely found in nature,which have the advantages of cheapness and easily availability,non-toxicity and stableness.The aryl-metal intermediate generated from transition metal-mediated decarboxylation may serve as either nucleophile or electrophile in the transformation depending on the use of the transition metal salt for decarboxylation,in addition,carboxyl group as a weak guide group that can coordinate with the transition metal to realize the carboxy-directed ortho C-H bond activation.This thesis employs solvents as the reaction substrates to develop the transformations under aerobic conditions: 1)using DMSO as methylthio donor and carbon source of cyano,Pd/Ag-catalyzed di-functionalization transformation for ortho-C-H methylthiolation and decarboxylative ipso-cyanation of aryl carboxylic acids;2)using N-methyl formamide as N-methyl source,Cu-mediated decarboxylative ipso-amination of aromatic carboxylic acids to synthesize secondary aryl amines.
Keywords/Search Tags:Aryl carboxylic acids, C-H bond activation, Difunctionalization, Secondary amination, Solvent
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