Issue 5, 1969

Reactive intermediates. Part III. Oxidation of 1-aminobenzotriazole with oxidants other than lead tetra-acetate

Abstract

Oxidation of 1-aminobenzotriazole with N-bromosuccinimide and with nickel peroxide generates benzyne in high and in low yield, respectively. With nickel peroxide, other metal oxides, and iodobenzene diacetate, a variety of products, including azobenzene, benzo[c]cinnoline, 1-phenylbenzotriazole and mono- and di-phenyldihydrodibenzotetra-azapentalenes are obtained. Mechanisms involving benzyne and nitrene intermediates are proposed for their formation.

Article information

Article type
Paper

J. Chem. Soc. C, 1969, 752-756

Reactive intermediates. Part III. Oxidation of 1-aminobenzotriazole with oxidants other than lead tetra-acetate

C. D. Campbell and C. W. Rees, J. Chem. Soc. C, 1969, 752 DOI: 10.1039/J39690000752

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