o-Nitroaniline derivatives. Part 14.1, 2 Cyclisations leading to benzimidazole N-oxides, N-hydroxybenzimidazolones and N-hydroxyquinoxaline-2, 3-diones: a …

PAC Cafiero, CS French, MD McFarlane…

Index: Collins Cafiero, Pamela A.; French, Colin S.; McFarlane, Michael D.; Mackie, Raymond K.; Smith, David M. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 9 p. 1375 - 1384

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Abstract

The base-induced cyclisations of N-(o-nitrophenyl) glycine derivatives (nitriles 9 or esters 13) bearing additional substituents at the other ortho-position are anomalous, resembling those involving N-(o-nitrophenyl) sarcosine analogues. The nitriles are converted into N- hydroxybenzimidazolones 10 and the esters into 1-hydroxyquinoxaline-2, 3 (1H, 4H) diones 14 and 2, 2′-diaminoazoxybenzene derivatives 15, instead of, or in addition to, the ...