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Heterocyclization of functionalized heterocumulenes with C,N- and C,O-binucleophiles: V. Synthesis of imidazo[1,5-a]imidazole derivatives by cyclocondensation of 1-chloroalkyl isocyanates with imidazoles and benzimidazole

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Abstract

1-Chloroalkyl isocyanates react with imidazole, 4(5)-phenylimidazole, and 4,5-dimethyl(phenyl)-imidazoles to give 5-aryl-5-trifluoromethyl-5,6-dihydro-7H-imidazo[1,5-a]imidazole-7-ones, and with benzimidazole affording 1-aryl-1-trifluoromethyl-1,2-dihydro-3H-imidazo-[1,5-a]benzimidazole-3-ones.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 02094, Kiev, Ukraine

    M. V. Vovk, V. A. Sukach, A. M. Pinchuk, A. N. Chernega & V. V. Pirozhenko

  2. Department of Chemistry, University of Durham, Science Laboratories, DH1 3LE, South Road, Durham, UK

    J. A. K. Howard

Authors
  1. M. V. Vovk
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  2. V. A. Sukach
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  3. A. M. Pinchuk
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  4. A. N. Chernega
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  5. V. V. Pirozhenko
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  6. J. A. K. Howard
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Additional information

Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 11, 2004, pp. 1686–1691.

Original Russian Text Copyright © 2004 by Vovk, Sukach, Pinchuk, Chernega, Pirozhenko, Howard.

For communication IV see [1].

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Vovk, M.V., Sukach, V.A., Pinchuk, A.M. et al. Heterocyclization of functionalized heterocumulenes with C,N- and C,O-binucleophiles: V. Synthesis of imidazo[1,5-a]imidazole derivatives by cyclocondensation of 1-chloroalkyl isocyanates with imidazoles and benzimidazole. Russ J Org Chem 40, 1638–1643 (2004). https://doi.org/10.1007/s11178-005-0071-8

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  • DOI: https://doi.org/10.1007/s11178-005-0071-8

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