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N-sulfonyl-and N-phosphorylbenzimidoylphosphonates

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Abstract

A procedure for preparing N-sulfonyl-and N-phosphorylbenzimidoylphosphonates by oxidation of the corresponding α-(sulfonylamino)-and α-(phosphorylamino)benzylphosphonates was developed. The σ constants of imidoylphosphonate groups were evaluated by 19F NMR spectroscopy, and specific features of their electronic effects were considered. The reactions of the imidoylphosphonates obtained with O-, S-, P-, and N-nucleophiles were studied. The phosphonate-phosphoramidate rearrangement of α-aminobenzylidene-bisphosphonates was found.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02094, Ukraine

    N. V. Kolotilo, A. A. Sinitsa, Yu. V. Rassukanaya & P. P. Onys’ko

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  1. N. V. Kolotilo
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  2. A. A. Sinitsa
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  3. Yu. V. Rassukanaya
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  4. P. P. Onys’ko
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Original Russian Text © N.V. Kolotilo, A.A. Sinitsa, Yu.V. Rassukanaya. P.P. Onys’ko, 2006, published in Zhurnal Obshchei Khimii, 2006, Vol. 76, No. 8, pp. 1260–1268.

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Kolotilo, N.V., Sinitsa, A.A., Rassukanaya, Y.V. et al. N-sulfonyl-and N-phosphorylbenzimidoylphosphonates. Russ J Gen Chem 76, 1210–1218 (2006). https://doi.org/10.1134/S1070363206080068

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  • DOI: https://doi.org/10.1134/S1070363206080068

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