4.8 Article

Phenazinium Salt-Catalyzed Aerobic Oxidative Amidation of Aromatic Aldehydes

Journal

ORGANIC LETTERS
Volume 16, Issue 21, Pages 5812-5815

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol5029354

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Funding

  1. IBN
  2. NTHU
  3. Ministry of Science and Technology of Taiwan [102-2113-M-007-017-MY2]

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Amides are prevalent in organic synthesis. Developing an efficient synthesis that avoids expensive oxidants and heating is highly desirable. Here the oxidative amidation of aromatic aldehydes is reported using an inexpensive metal-free visible light photocatalyst, phenazine ethosulfate, at low catalytic loading (1-2 mol %). The reaction proceeds at ambient temperature and uses air as the sole oxidant. The operationally easy procedure provides an economical, green, and mild alternative for the formation of amide bonds.

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