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Visible Light-Driven Flexible Synthesis of α-Alkylated Glycine Derivatives Catalyzed by Reusable Covalent Organic Frameworks.

Yao TianXiubin BuLuohe WangJunnan ELiangliang ShiHua TianXiaobo YangHua FuZhen Zhao
Published in: The Journal of organic chemistry (2024)
Herein, we report a heterogeneous visible light-driven preparation of α-alkylated glycine derivatives. This approach employed a β-ketoenamine-linked covalent organic framework (2D-COF-4) as the heterogeneous photocatalyst and N -hydroxy phthalimide (NHPI) esters as the alkyl radical sources. Numerous glycine derivatives, including dipeptides, were precisely and efficiently alkylated under visible light-driven reaction conditions. Based on the excellent photoactivity and organic reaction compatibility of 2D-COF-4, this alkylation could proceed flexibly in a green solvent (ethanol) without any other additives. The photocatalyst and phthalimide were fruitfully recycled with a simple workup procedure, revealing a high ecoscale value and low environmental factor (E-factor).
Keyphrases
  • visible light
  • water soluble
  • ionic liquid
  • structure activity relationship
  • high resolution
  • molecularly imprinted
  • tandem mass spectrometry
  • liquid chromatography