ARTICLE

Application of α-Trifluoromethyl Ketone Participated Three-Component Reaction for the N-Fluorinated Vinyl Ether Functionalization of α-Amino Acids

  • 宋欢欢 ,
  • 万常峰 ,
  • 刘云云 ,
  • 张闻博 ,
  • 万结平
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  • aCollege of Chemistry and Materials, Jiangxi Normal University, Nanchang, 330022;
    bInternational Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing, 210037;
    cHunan Provincial University Key Laboratory of the Fundamental and Clinical Research on Functional Nucleic Acid, Changsha Medical University, Changsha 410219

Received date: 2026-07-08

  Revised date: 2026-08-23

  Online published: 2026-09-22

Supported by

National Natural Science Foundation of China (No.22561026).

Abstract

The N-center functionalization of amino acid is crucial for improving the function of amino acids and peptides. Traditional methods for such functionalization usually rely on the transition metal catalysis, high temeprature or strong oxidant, leadin to problems such as high cost, low functional group tolerance an the racemization of the chiral center etc. Herein, we present a three-component protocol involving α-trifluoromethyl ketones, HIFP and α-amino acid esters, enabling the multiple deflurination under base promotion for the construction of α-amino acid derivatives featuring N-hexafluoroisopropyl vinyl structure. The reaction proceeds under metal- and oxidant-free conditions, providing mild and novel mild protocl for the new functionalization of amino acids in the N-center.

Cite this article

宋欢欢 , 万常峰 , 刘云云 , 张闻博 , 万结平 . Application of α-Trifluoromethyl Ketone Participated Three-Component Reaction for the N-Fluorinated Vinyl Ether Functionalization of α-Amino Acids[J]. Chinese Journal of Organic Chemistry, 0 : 202607006 . DOI: 10.6023/cjoc202607006

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