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Electrophotochemical Ring-Opening Bromination of tert-Cycloalkanols.

Kosuke YamamotoHiroyuki ToguchiMasami KuriyamaShin WatanabeFumiaki IwasakiOsamu Onomura
Published in: The Journal of organic chemistry (2021)
An electrophotochemical ring-opening bromination of unstrained tert-cycloalkanols has been developed. This electrophotochemical method enables the oxidative transformation of cycloalkanols with 5- to 7-membered rings into synthetically useful ω-bromoketones without the use of chemical oxidants or transition-metal catalysts. Alkoxy radical species would be key intermediates in the present transformation, which generate through homolysis of the O-Br bond in hypobromite intermediates under visible light irradiation.
Keyphrases
  • transition metal
  • visible light
  • radiation therapy
  • solid state