4.6 Article

BODIPY catalyzed amide synthesis promoted by BHT and air under visible light

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 14, 期 29, 页码 7028-7037

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob00736h

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资金

  1. National Natural Science Foundation of China [21372148]
  2. Natural Science Foundation of Shaanxi Province [2015JM2049]
  3. Changjiang Scholars and Innovative Research Team in University [IRT-14R33]
  4. 111 projects [B14041]
  5. Changjiang Scholar Programme
  6. EPSRC [EP/K039687/1] Funding Source: UKRI
  7. Engineering and Physical Sciences Research Council [EP/K039687/1] Funding Source: researchfish

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A novel and efficient protocol for the synthesis of amides is reported which employs a BODIPY catalyzed oxidative amidation reaction between aromatic aldehydes and amines under visible light. Compared with the known Ru or Ir molecular catalysts and other organic dyes, the BODIPY catalyst showed higher reactivity toward this reaction. Mechanistic studies reveal that dioxygen could be activated through an ET and a SET pathway, forming active peroxides in situ, which are vital for the key step of the reaction, i.e. the oxidation of hemiaminal to amide. The broad substrate scope and mild reaction conditions make this reaction practically useful and environmentally friendly for the synthesis of amide compounds.

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