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Nitromethane as a reagent for the synthesis of 3-nitroindoles from 2-haloarylamine derivatives

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Abstract

A new approach to the synthesis of 3-nitroindoles using palladium-catalyzed arylation of nitromethane with N-(2-bromoaryl)imidates was developed. A convenient and rapid method for cyclization of ethyl N-(2-nitromethylaryl)acetimidates to 2-methyl-3-nitro-1H-indoles was proposed.

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Authors and Affiliations

  1. A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, 29 Leninsky prosp., 119991, Moscow, Russian Federation

    G. A. Chesnokov, A. A. Ageshina, A. V. Maryanova, S. A. Rzhevskiy, M. A. Topchiy, M. S. Nechaev & A. F. Asachenko

  2. Department of Chemistry, Lomonosov Moscow State University, Build. 3, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    S. A. Rzhevskiy, M. A. Topchiy, M. S. Nechaev & A. F. Asachenko

  3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    P. S. Gribanov

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  1. G. A. Chesnokov
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  2. A. A. Ageshina
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  3. A. V. Maryanova
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  4. S. A. Rzhevskiy
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  5. P. S. Gribanov
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  8. A. F. Asachenko
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Correspondence to A. F. Asachenko.

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Chesnokov, G.A., Ageshina, A.A., Maryanova, A.V. et al. Nitromethane as a reagent for the synthesis of 3-nitroindoles from 2-haloarylamine derivatives. Russ Chem Bull 69, 2370–2377 (2020). https://doi.org/10.1007/s11172-020-3028-8

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  • DOI: https://doi.org/10.1007/s11172-020-3028-8

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