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Preparation of isoindolo[2,1-a]quinoxalines based on N-(2-aminophenyl)isoindole derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

A new method is proposed for the preparation of N-(2-aminophenyl)isoindoles by the reaction of o-(bromomethyl)benzophenones with 1,2-phenylenediamines. The reaction of N-(2-aminophenyl)isoindoles with Ac2O leads to 1,N-diacetyl- or 1,N,N-triacetyl derivatives, whereas heating with formic acid or diethyl oxalate leads to cyclization with the formation of 11-arylisoindolo[2,1-a]quinoxaline derivatives. Salt formation in the 11-arylisoindolo[2,1-a]quin-oxaline series was studied.

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Authors and Affiliations

  1. Kyiv Taras Shevchenko National University, 64 Volodymirska St., Kyiv, 01033, Ukraine

    V. V. Sypchenko, L. M. Potikha & V. A. Kovtunenko

  2. Scientific-Technological Complex “Institute of Monocrystals”, National Academy of Sciences of Ukraine, 60 Lenina Ave., Kharkiv, 61001, Ukraine

    V. N. Baumer & O. V. Shishkin

  3. V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv, 61077, Ukraine

    O. V. Shishkin

Authors
  1. V. V. Sypchenko
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  2. L. M. Potikha
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  3. V. A. Kovtunenko
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  4. V. N. Baumer
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  5. O. V. Shishkin
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Correspondence to L. M. Potikha.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1113–1123, July, 2012.

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Sypchenko, V.V., Potikha, L.M., Kovtunenko, V.A. et al. Preparation of isoindolo[2,1-a]quinoxalines based on N-(2-aminophenyl)isoindole derivatives. Chem Heterocycl Comp 48, 1033–1042 (2012). https://doi.org/10.1007/s10593-012-1096-x

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  • DOI: https://doi.org/10.1007/s10593-012-1096-x

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