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Research on benz[c,d]indolin-2-one derivatives. Bromination of benz[c,d]indolin-2-onecarboxylic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was experimentally observed that electrophilic substitution in, respectively, the 6 and 8 positions or the 8 position occurs when a carboxy group is present in the peri positions (in the 5 or 6 position) of benz[c,d]indolin-2-one. When two carboxy groups are simultaneously present in the 5 and 6 positions or when there is one carboxy group in the 6 position and a bromo substituent in the 5 position, the carboxy group is readily replaced by bromine. The electronic structures and reactivities of benz[c,d]indolin-2-one derivatives were investigated by spectroscopy and quantum chemistry.

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Authors and Affiliations

  1. Scientific-Research Institute of Organic Intermediates and Dyes, 103787, Moscow

    G. I. Bystritskii, G. N. Rodionova, S. V. Eletskaya, G. V. Sheban, G. N. Vorozhtsov, B. E. Zaitsev & N. A. Partalla

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  1. G. I. Bystritskii
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  2. G. N. Rodionova
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  3. S. V. Eletskaya
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  4. G. V. Sheban
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  5. G. N. Vorozhtsov
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  6. B. E. Zaitsev
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  7. N. A. Partalla
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1363–1367, October, 1985.

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Bystritskii, G.I., Rodionova, G.N., Eletskaya, S.V. et al. Research on benz[c,d]indolin-2-one derivatives. Bromination of benz[c,d]indolin-2-onecarboxylic acids. Chem Heterocycl Compd 21, 1117–1122 (1985). https://doi.org/10.1007/BF00515250

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  • DOI: https://doi.org/10.1007/BF00515250

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