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Bromination of 3-acyl-2-aminoindoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Unlike 3-acylindoles, 3-acyl-2-aminoindoles display high selectivity on being electrophilically attacked in the benzene ring, and are substituted at the 6-position. At the same time, an unco-subsitution of the acyl group takes place (to the greatest extent — the formyl group). Direct bromination of 3-acyl- and 3-cyano-2-aminoindoles provides the 6-bromo- and 6,4-dibromo-2-aminoindoles and their derivatives.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 486–490, April, 1990.

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Golubeva, G.A., Sviridova, L.A., Besidskii, E.S. et al. Bromination of 3-acyl-2-aminoindoles. Chem Heterocycl Compd 26, 416–420 (1990). https://doi.org/10.1007/BF00497213

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  • DOI: https://doi.org/10.1007/BF00497213

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