4.8 Article

Selective Aerobic Oxidation of Methylarenes to Benzaldehydes Catalyzed by N-Hydroxyphthalimide and Cobalt(II) Acetate in Hexafluoropropan-2-ol

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 21, Pages 5912-5915

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201702511

Keywords

aerobic oxidation; benzaldehydes; catalysis; C-H activation; solvent effects

Funding

  1. Israel Ministry of Science, Technology and Space [3-10855]
  2. Israel Science Foundation [164/16]

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Efficient and highly selective catalytic conditions for the aerobic autoxidation of methylarenes to benzaldehydes, based on N-hydroxyphthalimide (NHPI) and cobalt(II) acetate in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), were developed. The sustainable conditions enable a multigram scale preparation of benzaldehyde derivatives in high efficiency and with excellent chemoselectivity (up to 99% conversion and 98% selectivity).

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