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Nickel-Catalyzed Carbodifunctionalization Of N-Vinylamides Enables Access To γ-Amino Acids

Posted on:2021-03-30Degree:MasterType:Thesis
Country:ChinaCandidate:Z F YangFull Text:PDF
GTID:2381330602488859Subject:Pharmacy
Abstract/Summary:
Objective: Fluorine chemistry has been all fields of our life,fluorine-containing amino acids have important medical value and Method of synthesizing amino acids via catalysis of transition metal is efficient and mild.Therefore,we hope to achieve the efficient synthesis of fluorine-containing amino acid derivatives through the difunctionalization of olefin.Methods: This paper used N-vinylacetamide as raw material,[Ni] as catalysis.The difunctionalization reaction of olefin was carried out to synthesize fluorinated amino acid derivatives under more warm and efficient conditions.Result: We obtained the optimal reaction conditions by screening.A bifunctionalization reaction of N-vinylamide and its subsequent conversion reaction were achieved by using5,5’-ditrifluoromethyl-bipyridine as ligand under the catalysis of ditrifluoromethyl nickel.39 new compounds were successfully synthesized in moderate to good yield and determined by nuclearmagnetic resonance(NMR)and high resolution mass spectrometry(HRMS).Conclusion: This method has its advantages with mild reaction conditions and good substrate universality.The reaction also applies to internal olefins.
Keywords/Search Tags:fluorine-containing amino acids, transition metal catalysis, difunctionalization of olefins
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