Heteorocyclic Synthesis by Persulphate Oxidation.
Abstract
Persulphate oxidation of N-phenyl-C-(o-carboxymethoxyphenyl) nitrone gave azoxybenzene as a result of hydrolysis of the nitrone function to give phenylhydroxylamine which was then oxidized. o-Phenylazobenzoic acid, its anilide, and o-phenylazoxybenzanilide failed to respond to persulphate oxidation. Oxidation of cyclic beta-diketones gave mainly symmetrical C-C dimers to form heterocyclic compounds. Thioanilides undergo oxidative cyclisation to form benzothiazoles only to a minor extent with persulphate, the amin reaction being desulphuration to give amide and sulphur. Preliminary results show that photolytic persulphate oxidations give very clean reaction mixtures, and may be preferable to the thermal method used before.
Document Details
- Document Type
- Technical Report
- Publication Date
- Oct 31, 1972
- Accession Number
- AD0753643
Entities
People
- R. H. Thomson
Organizations
- University of Aberdeen