Free Radical Reactions of N-Heterocyclic Compounds. XIII. Oxidation of Cyclic Hydrazo Compounds with 2,4,6-Tri-tert-butyl-phenoxy Radical and Reactions of Radical Combination Products

Article abstract of DOI:10.1002/prac.19943360414

H-Heterocyclic compounds 1a,b containing the hydrazo structure were oxidized with 2,4,6-tri-tert-butyl-phenoxy radical (2).It was shown that the oxidation did not lead to the azo compounds 5a,b, but rather to radical combination products 6a,b of 2 via the intermediate hydrazyls 4a,b.The decomposition of adducts 6a,b was found to be similar to the reaction of radical combination products of aryl hydrazyls and CH-acidic compounds.The main reactions consisted of cleavage to starting radicals or elimination of isobutene forming the respective phenolic compounds 13a-c.