4.8 Article

Transition-Metal-Free Synthesis of Phenanthridinones from Biaryl-2-oxamic Acid under Radical Conditions

Journal

ORGANIC LETTERS
Volume 17, Issue 2, Pages 346-349

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol503459s

Keywords

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Funding

  1. National Natural Science Foundation of China [81102334, 31370372, 31170323]
  2. Program for New Century Excellent Talents in University, State Education Ministry of China [NCET-2008-0224]
  3. Wuhan Youth Chenguang Program of Science and Technology, China [201271031389]
  4. National Science and Technology Project of China [2011ZX09102-004]

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Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products.

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