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Heterocyclization of functionalized heterocumulenes with C,N- and C,O-binucleophiles: IV. Reactions of 1-chloroalkylheterocumulenes and N-(1-chloroalkylidene)carbamates with 2-benzimidazolylacetonitriles and methyl 2-benzimidazolylacetates

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Abstract

1-Chloroalkyl isocyanates and 1-chloroalkylcarbodiimides undergo regioselective cyclization with nitriles and esters of 2-benzimidazolylacetic acid to give derivatives of 1-oxo and 1-arylimino-1,2,3,5-tetrahydrobenzo[4,5]imidazo[1,2-c]pyrimidine respectively. The cyclocondensation of 1,1-dichloroalkyl isocyanates or N-(1-chloroalkylidene)carbamates with nitriles and esters of 2-benzimidazolylacetic acid afforded 1,5-dihydrobenzo[4,5]imidazo[1,2-c]pyrimidin-1-one derivatives.

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Authors and Affiliations

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

    M. V. Vovk, P. S. Lebed’, V. V. Pirozhenko & I. F. Tsymbal

Authors
  1. M. V. Vovk
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  2. P. S. Lebed’
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  3. V. V. Pirozhenko
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  4. I. F. Tsymbal
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Additional information

Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 11, 2004, pp. 1715–1724.

Original Russian Text Copyright © 2004 by Vovk, Lebed’, Pirozhenko, Tsymbal.

For communication III see [1].

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Vovk, M.V., Lebed’, P.S., Pirozhenko, V.V. et al. Heterocyclization of functionalized heterocumulenes with C,N- and C,O-binucleophiles: IV. Reactions of 1-chloroalkylheterocumulenes and N-(1-chloroalkylidene)carbamates with 2-benzimidazolylacetonitriles and methyl 2-benzimidazolylacetates. Russ J Org Chem 40, 1669–1678 (2004). https://doi.org/10.1007/s11178-005-0077-2

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  • DOI: https://doi.org/10.1007/s11178-005-0077-2

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