4.7 Article

Ligand-promoted ruthenium-catalyzed meta C-H chlorination of arenes using N-chloro-2,10-camphorsultam

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 47, Pages 6008-6011

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc03195a

Keywords

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Funding

  1. Chinese NSF [81430080, 81773565]
  2. National Program on Key Basic Research Project of China [2015CB910603]
  3. International Cooperative Program of the Chinese Academy of Sciences [GJHZ1622]
  4. Key Program of the Frontier Science of the Chinese Academy of Sciences [QYZDJ-SSW-SMC002]
  5. Shanghai Commission of Science and Technology [16XD1404600]

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A practical meta C-H chlorination protocol is established via a Ru(0)-catalyzed ortho-metalation strategy. The use of N-chloro-2,10-camphorsultam as a new chlorinating agent is crucial for the success of the current reaction and an N-heterocyclic carbene (NHC) ligand could significantly enhance the reactivity of the catalytic transformation. The mechanistic studies reveal that an unusual ortho C-H ruthenation relay process with ortho chlorination of the C-Ru bond is probably involved.

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