4.7 Article

Metal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: direct access to biaryls

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 27, Pages 5925-5928

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc10155c

Keywords

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Funding

  1. National Natural Science Foundation of China [21202138]
  2. Xiangtan University Academic Leader Program'' [11QDZ20]
  3. Ministry of Education [20124301120007]
  4. Hunan Provincial Natural Science Foundation [13JJ4047, 12JJ7002]
  5. Hunan Provincial Excellent Young Scientist Foundation [13B114]
  6. New Teachers' Fund for Doctor Stations

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A metal-free oxidative decarbonylative coupling of aromatic aldehydes with electron-rich or electron-deficient arenes to produce biaryl compounds was developed. This novel coupling was proposed to proceed via a non-chain radical homolytic aromatic substitution (HAS) type mechanism, based on the substrate scope, ortho-regioselectivity, radical trapping experiments and DFT calculation studies. With the ready availability of aromatic aldehydes and arenes, metal-free conditions should make this coupling attractive for the biaryl synthesis.

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