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Cyclocondensations of Amidophenacylation Products of Triphenylphosphoranylideneacetonitrile

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Abstract

When heated in polyphosphoric acid, the products of amidophenacylation of the available triphenylphosphoranylideneacetonitrile undergo the Robinson-Gabriel cyclization followed by other transformations. Treatment of the resulting mixture with sodium perchlorate gave quaternary phosphonium salts of two types, viz. (2, 5-diaryl-1, 3-oxazol-4-ylmethyl) triphenylphosphonium perchlorates and [2-aryl-5-hydroxynaphtho[2, 1-d][1,3]oxazol-4-yl]triphenylphosphonium perchlorates. The first of these products was identified by alkaline dephosphorylation, and the structure of one of the representatives of the second class of compounds was established by X-ray diffraction.

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine

    S. Ya. Panchishin, O. B. Smolii, A. N. Chernega, E. B. Rusanov & B. S. Drach

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  1. S. Ya. Panchishin
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  2. O. B. Smolii
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  3. A. N. Chernega
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  4. E. B. Rusanov
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  5. B. S. Drach
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__________

Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 4, 2005, pp. 556–560.

Original Russian Text Copyright © 2005 by Panchishin, Smolii, Chernega, Rusanov, Drach.

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Panchishin, S.Y., Smolii, O.B., Chernega, A.N. et al. Cyclocondensations of Amidophenacylation Products of Triphenylphosphoranylideneacetonitrile. Russ J Gen Chem 75, 518–522 (2005). https://doi.org/10.1007/s11176-005-0264-4

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  • DOI: https://doi.org/10.1007/s11176-005-0264-4

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