Abstract
An acid-catalyzed reaction of 3-(2-aminophenylamino)-5,5-dimethylcyclohexen-1-one with isatines leads to the formation of the earlier undescribed 3,3-dimethyl-2,3,4,5,10,11-hexahydrospiro[1H-dibenzo[b,e][1,4]diazepine-11,3′-2H-indole]-1,2′-dione derivatives (6). Spiranes 6 upon heating undergo auto-redox rearrangement with disintegration to 3,3-dimethyl-1,2,3,4-tetrahydrophenazine and the corresponding oxindole. Crystals of four derivatives of compound 6 were studied by X-ray diffraction method.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1409–1416, June, 2013.
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Orlova, Z.I., Ukhin, L.Y., Suponitskii, K.Y. et al. Synthesis, structure, and properties of new spirooxindolodibenzodiazepine derivatives. Russ Chem Bull 62, 1409–1416 (2013). https://doi.org/10.1007/s11172-013-0203-1
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DOI: https://doi.org/10.1007/s11172-013-0203-1