抄録
Organonitroxyl radicals, such as 2,2,6,6-tetramethylpiperidin-N-oxyl (TEMPO), play an indispensable role as oxidation catalyst for eco-friendly conversion of alcohols to the corresponding carbonyl compounds. In the last symposium, we reported the design and synthesis of 1-methyl-2-azaadamantan-N-oxyl (1-Me-AZADO) which exhibits superb catalytic activity for oxidation of primary and secondary alcohols compared to TEMPO under standard conditions. We report herein another synthetic utility of these organonitroxyl radicals and their derivatives serving (i) one-pot oxidation of primary alcohols to carboxylic acids, and (ii) oxidative rearrangement of tertiary allylic alcohols to α,β-unsaturated carbonyl compounds.
