Persulphate oxidations. Part XI. Oxidative dimerisation of aminonaphthoquinones
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 1115-1120
- https://doi.org/10.1039/p19750001115
Abstract
Persulphate oxidation of 2-amino-, 2-methylamino- and 2-ethylamino-1,4-naphthoquinone generated vinylogous π-amidyls which dimerised on carbon to form 3,3′-diamino-2,2′-binaphthoquinonyls; these may subsequently cyclise to dibenzocarbazolediquinones. Similar treatment of 2-dimethylamino-1,4-naphthoquinone gave a dinaphthofurandiquinone. Oxidation of 2-alkylamino-3-phenyl-1,4-naphthoquinones afforded benzocarbazolequinones; the 2-anilino- and 2-o-toluidino-analogues formed, in addition, NN′-dinaphthoquinonylbenzidines.Keywords
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