4.6 Article

One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives

Journal

ACS OMEGA
Volume 6, Issue 11, Pages 7296-7311

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acsomega.0c05328

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Funding

  1. Academia Sinica [AS-SUMMIT-109]
  2. Ministry of Science and Technology [MOST 108-3114-Y-001-002, 108-2113-M-001-019]

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A facile and green one-pot synthetic method was developed for substituted 1,3,5-triaryl-1,5-diketones with several advantages including a broad substrate scope, high yield, shorter reaction time, and environmentally friendly properties.
We developed a facile and green one-pot synthetic method for substituted 1,3,5-triaryl-1,5-diketones by Claisen-Schmidt condensation following Michael addition reaction of aryl ketones and aryl aldehydes under a transition-metal-free condition. This convenient one-pot synthetic strategy has several advantages, including being transition-metal-free, having no extra additives or reagents, having a broad substrate scope, having a high isolated yield, having a minimum amount of base employment, having a shorter reaction time, use of cheap starting materials, cost-effectiveness, and being environment friendly. Some of the chemical structures of 1,5-diketones were confirmed by X-ray single-crystal diffraction analysis. The application of 1,5-diketones was demonstrated in the preparation of 2,4,6-triaryl pyridine derivatives under a catalyst-free system using ammonium acetate as a nitrogen source.

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