Synlett 2025; 36(18): 3053-3056
DOI: 10.1055/a-2616-5579
Letter

Deuterated Oxazoloisoindolinones via Photocatalytic Deoxygenative Cyclization of Amino Acid Derivatives

Authors

  • Chuanli Wei

    1   School of Chemistry, Dalian University of Technology, Dalian, China (Ringgold ID: RIN12399)
    2   Institute of Frontier Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan, China (Ringgold ID: RIN12589)
  • Yan Geng

    1   School of Chemistry, Dalian University of Technology, Dalian, China (Ringgold ID: RIN12399)
  • Yue Ma

    1   School of Chemistry, Dalian University of Technology, Dalian, China (Ringgold ID: RIN12399)
  • Hanlin Yang

    1   School of Chemistry, Dalian University of Technology, Dalian, China (Ringgold ID: RIN12399)
    2   Institute of Frontier Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan, China (Ringgold ID: RIN12589)
  • Songjie Yu

    1   School of Chemistry, Dalian University of Technology, Dalian, China (Ringgold ID: RIN12399)
    2   Institute of Frontier Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan, China (Ringgold ID: RIN12589)

Supported by: National Natural Science Foundation of China 22371029


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Abstract

A stereoselective synthesis of deuterated oxazoloisoindolinones using D2O was achieved through photocatalytic deoxygenation of readily available N-phthalimide amino acids, followed by an intramolecular 5-endo-trig cyclization. This protocol provides an efficient access to a broad array of deuterium-labeled N,O-heterobicycles with excellent deuterium incorporation.

Supplementary Material



Publication History

Received: 31 March 2025

Accepted after revision: 19 May 2025

Accepted Manuscript online:
20 May 2025

Article published online:
13 August 2025

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