Alkylation of 4(5)-substituted 1H-imidazoles using the corresponding reagents gave imidazole 1,4-isomers containing phosphoryl and carboxyl groups together in the ring and in the alkyl fragment. The alkylation of pyrazoles containing a carboxyl group at positions 3(5) and 4 of the ring using diethyl phosphonomethyltriflate has been studied.
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N. V. Pavlenko, T. I. Oos, Yu. L. Yagupolskii, A van Almsick, and L. Willms, Khim. Geterotsikl. Soedin., 52 (2011). [Chem. Heterocycl. Comp., 46, 36 (2011)].
J. E. Franz, Ger. Patent 2327680; Chem. Abstr., 80, 70958 (1974).
M. R. Grimmet, in: O. Meth-Cohn (editor), Best Synthetic Methods. Sub Series: Key Systems and Functional Groups, Academic Press, Harcourt Brace and Co. Publishing House, London (1997), p. 195.
M. A. Mishin, L. N. Poznyakova, L. B. Piotrovskii, and G. B. Erusalimskii, Zh. Obshch. Khim., 62, 2576 (1992).
J. Elguero, in: A. R. Katritzky and C. W. Rees (editors), Comprehensive Heterocyclic Chemistry I, Vol. 5, Pergamon Press, Oxford (1984), p. 229.
G. Guillerm, A. L`Honore, L. Veniard, G. Pourcelot, and J. Benaim, Bull. Soc. Chim. Fr., 2739 (1973).
L. Maier and G. Rist, Phosphorus, Sulfur, Relat. Elem., 32, 65 (1987).
D. P. Phillion and S. S. Andrew, Tetrahedron Lett., 27, 1477 (1986).
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*For Communication 1, see[1]
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 532–538, April, 2011.
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Pavlenko, N.V., Oos, T.I., Kirij, N.V. et al. Novel structural analogs of glyphosate based on azoles. 2*. N-Substituted imidazoles and pyrazoles obtained by alkylation of heterocycles containing carboxyl or phosphoryl groups in the ring. Chem Heterocycl Comp 47, 435–440 (2011). https://doi.org/10.1007/s10593-011-0777-1
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DOI: https://doi.org/10.1007/s10593-011-0777-1