4.5 Article

Visible-Light-Triggered Direct Benzoyloxylation of Electron-Rich Arenes at Room Temperature without Chelation Assistance

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 33, Pages 6503-6507

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201201093

Keywords

Redox chemistry; Directing groups; Photochemistry; Non-chelation assistance; Electron transfer

Funding

  1. Canada Research Chair (Tier 1)
  2. E. B. Eddy Foundations
  3. Canada Foundation for Innovation (CFI)
  4. Natural Sciences and Engineering Research Council (NSERC) of Canada
  5. Fonds Quebecois de la Recherche sur la Nature et les Technologies (FQRNT) Centre for Green Chemistry and Catalysis
  6. McGill University

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A RuII photocatalytic method was developed for the direct mono-benzoyloxylation of electron-rich aromatic and heteroaromatic systems even with an excess amount of benzoyl peroxide. The reaction was conducted at room temperature under visible light. The direct ArCH benzoyloxylations occur without the assistance of any directing groups and can also tolerate various functional groups that have already shown diverse reactivities in transition-metal catalysis.

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