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Reactions of trinitromethyl-1,3,5-triazines with triphenylphosphine in the presence of hydrogen donors and a dipolarophile

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Abstract

2-Dialkylamino-4-methoxy-6-trinitromethyl-1,3,5-triazines reacted with triphenylphosphine in toluene in the presence of primary aliphatic alcohols as proton donors to give the corresponding 6-[hydroxyimino (nitro)methyl)-1,3,5-triazines. Analogous reactions in the presence of prop-2-yn-1-ol at elevated temperature resulted in the formation of [3 + 2]-dipolar cycloaddition products, 3-(1,3,5-triazinyl)-5-hydroxymethylisoxazoles.

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References

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Authors and Affiliations

  1. Samara State Technical University, ul. Molodogvardeiskaya 244, Samara, 443100, Russia

    V. V. Bakharev, A. A. Gidaspov, E. V. Peresedova & V. E. Parfenov

Authors
  1. V. V. Bakharev
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  2. A. A. Gidaspov
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  3. E. V. Peresedova
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  4. V. E. Parfenov
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Correspondence to V. V. Bakharev.

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Original Russian Text © V.V. Bakharev, A.A. Gidaspov, E.V. Peresedova, V.E. Parfenov, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 3, pp. 448–451.

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Bakharev, V.V., Gidaspov, A.A., Peresedova, E.V. et al. Reactions of trinitromethyl-1,3,5-triazines with triphenylphosphine in the presence of hydrogen donors and a dipolarophile. Russ J Org Chem 45, 438–441 (2009). https://doi.org/10.1134/S1070428009030166

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  • DOI: https://doi.org/10.1134/S1070428009030166

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