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Synthesis of 4-Formyl-3-cyclopentene-1,1,2-tricarbonitriles

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Abstract

β,β,γ,γ-Tetracyanoalkanones react with acrolein at a high rate to afford the corresponding 2-substituted 4-formyl-3-cyclopentene-1,1,2-tricarbonitriles in high yields. The reaction occurs under mild conditions and is quite applicable for modification of natural and biologically active compounds possessing an R′CHC(O)CR3 fragment to obtain their derivatives containing three cyano groups.

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Authors and Affiliations

  1. I.N. Ul'yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015, Russia

    V. P. Sheverdov, O. V. Ershov, A. V. Eremkin, O. E. Nasakin & I. N. Bardasov

  2. Faculty of Chemistry, Moscow State University, Vorob'evy gory 1, Moscow, 119992, Russia

    V. A. Tafeenko

Authors
  1. V. P. Sheverdov
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  2. O. V. Ershov
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  3. A. V. Eremkin
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  4. O. E. Nasakin
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  5. I. N. Bardasov
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  6. V. A. Tafeenko
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__________

Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 12, 2005, pp. 1795–1801.

Original Russian Text Copyright © 2005 by Sheverdov, Ershov, Eremkin, Nasakin, Bardasov, Tafeenko.

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Sheverdov, V.P., Ershov, O.V., Eremkin, A.V. et al. Synthesis of 4-Formyl-3-cyclopentene-1,1,2-tricarbonitriles. Russ J Org Chem 41, 1757–1763 (2005). https://doi.org/10.1007/s11178-006-0034-8

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  • DOI: https://doi.org/10.1007/s11178-006-0034-8

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