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Noncatalytic Regio- and Stereoselective Addition of Secondary Phosphines to Cyanoacetylenic Alcohols

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Abstract

Secondary phosphines regio- and stereoselectively add to 4-hydroxy-4-methyl-2-pentynenitrile, a typical and available representative of cyanoacetylenic alcohols, without catalyst at room temperature (THF, 3 h) to form (Z)-3-[dialkyl(aryl) phosphino]-4-hydroxy-4-methyl-2-pentenenitriles in 80–85% yields. These compounds relate to a new class of functionalyzed phosphines, promising ligands for the design of metal-complex catalysts.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russia

    S. N. Arbuzova, S. I. Shaikhutdinova, N. K. Gusarov, M. V. Nikitin, A. G. Mal’kina, B. G. Sukhov, M. V. Bogdanova & B. A. Trofimov

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  1. S. N. Arbuzova
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  2. S. I. Shaikhutdinova
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  3. N. K. Gusarov
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  4. M. V. Nikitin
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  5. A. G. Mal’kina
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  6. B. G. Sukhov
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  7. M. V. Bogdanova
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  8. B. A. Trofimov
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__________

Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 4, 2005, pp. 552–555.

Original Russian Text Copyright © 2005 by Arbuzova, Shaikhutdinova, Gusarov, Nikitin, Mal’kina, Sukhov, Bogdanova, Trofimov.

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Arbuzova, S.N., Shaikhutdinova, S.I., Gusarov, N.K. et al. Noncatalytic Regio- and Stereoselective Addition of Secondary Phosphines to Cyanoacetylenic Alcohols. Russ J Gen Chem 75, 514–517 (2005). https://doi.org/10.1007/s11176-005-0263-5

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  • DOI: https://doi.org/10.1007/s11176-005-0263-5

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