Nitroxyl-mediated electrooxidation of alcohols to aldehydes and ketones

MF Semmelhack, CS Chou…

Index: Semmelhack, M. F.; Chou, Chuen S.; Cortes, David A. Journal of the American Chemical Society, 1983 , vol. 105, # 13 p. 4492 - 4494

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Citation Number: 267

Abstract

Secondary alcohols react more slowly than primary, and base-promoted loss of oxidizing agent interferes. When 5-dodecanol (0.5 mol equiv) is oxidized as above, the conversion is only 30% after 23 h. Cyclohexanol is oxidized slowly at 25" C, with only 80% conversion (79% yield of cyclohexanone) after 4 h at 25 OC. The secondary benzylic alcohol, 1-phenyl-I- ethanol, reacts