Oxidation of Alcohols to Aldehydes or Ketones with 1‐Acetoxy‐1,2‐benziodoxole‐3(1H)‐one Derivatives

Abstract Various benzylic and aliphatic alcohols were smoothly oxidized to the corresponding aromatic aldehydes and ketones as well as aliphatic ketones by treatment with 1‐acetoxy‐5‐nitro‐1,2‐benziodoxole‐3(1 H )‐one ( ANBX ), 1‐acetoxy‐5‐bromo‐1,2‐benziodoxole‐3(1 H )‐one ( ABBX ), 1‐acetoxy‐5‐chloro‐1,2‐benziodoxole‐3(1 H )‐one ( ACBX ), and 1‐acetoxy‐5‐fluoro‐1,2‐benziodoxole‐3(1 H )‐one ( AFBX ). These new trivalent iodine compounds were prepared from 5‐substituted 2‐iodobenzoic acids and meta ‐chloroperoxybenzoic acid ( m ‐CPBA). ANBX and ABBX were the most effective reagents for this oxidation of alcohols, and this present reaction is very attractive because of the ease of product isolation and the reusability of the reagents.