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Investigation of the reaction of 1-adamantyl bromomethyl ketone with azoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reactions of 1-adamantyl bromomethyl ketone with 1,2,4-triazole, benzotriazole, benzimidazole, 5-aminotetrazole, and 3(5)-amino-1,2,4-triazole were investigated, and the respective N-alkylation products were obtained. The optimum conditions were determined for alkylation in the presence of sodium hydride in hexamethylphosphorotriamide.

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Samara State University, Samara, Russia. Samara State Technical University, Samara, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 760–762, June, 1999.

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Danilin, A.A., Purygin, P.P., Makarova, N.V. et al. Investigation of the reaction of 1-adamantyl bromomethyl ketone with azoles. Chem Heterocycl Compd 35, 674–676 (1999). https://doi.org/10.1007/BF02251625

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  • DOI: https://doi.org/10.1007/BF02251625

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