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Reactions of ethyl 3-(diethoxyphosphoryl)-3,3-difluoropyruvate with some nucleophilic reagents

  • Organic Chemistry
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Abstract

Reactions of ethyl 3-(diethoxyphosphoryl)-3,3-difluoro-2-oxopropionate with a number of nucleophilic reagents were studied. New procedures were developed for the synthesis of difluoromethylphosphonate-substituted nitrogen heterocycles. The ketoester under study is much less reactive in C-hydroxyalkylation of aromatic amines than methyl 3,3,3-trifluoropyruvate.

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Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1258–1260, July, 2000.

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Pasternak, P.V., Golubev, A.S., Peregudov, A.S. et al. Reactions of ethyl 3-(diethoxyphosphoryl)-3,3-difluoropyruvate with some nucleophilic reagents. Russ Chem Bull 49, 1255–1256 (2000). https://doi.org/10.1007/BF02495770

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  • DOI: https://doi.org/10.1007/BF02495770

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