4‐Chloro‐2‐azaadamantane N‐Oxyl (4‐Cl‐AZADO): A Readily Preparable Organocatalyst for NO_x Co‐catalyzed Aerobic Alcohol Oxidation

Abstract

Concise synthesis and structure‐activity relationships study of 4‐substituted 2‐azaadamantane N‐oxyls reveals that 4‐chloro‐2‐azaadamantane N‐oxyl (4‐Cl‐AZADO) is an efficient organocatalyst toward the aerobic oxidation of alcohols in the presence of NOx as a co‐catalyst. The organocatalyst was easily synthesized from 2‐adamantanone in five steps, and it showed high activity compared with many previously reported nitroxyl radical catalysts.