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Bromination of lappaconitine and N-desacetyllappaconitine

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Abstract

Bromination of lappaconitine with a KBr—H2O2 mixture in 20% H2SO4, as well as with molecular Br2 in either Py, CH2Cl2, CH3COOH, or DMSO did not occur, while the initial lappaconitine was isolated from the reaction mixture. Such a bromination with molecular Br2 in solutions of strong acids (concentrated HCl, aqueous 50% H2SO4, and CF3COOH) gives monobromolappaconitine in the yields up to 80%. Bromination of N-desacetyllappaconitine both in organic solvents and in acid solutions leads to mono- and dibrominated derivatives.

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Correspondence to I. B. Chernikova.

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This work was financially supported by the Russian Science Foundation (Project No. 19-13-00096, 2019 Competition “Conducting Fundamental Scientific Research and Exploratory Research by Individual Scientific Groups”).

This paper does not contain descriptions of studies on animals or humans.

The authors declare no conflict of interest, financial or otherwise.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 515–519, March, 2021.

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Chernikova, I.B., Gabbasov, T.M., Tsyrlina, E.M. et al. Bromination of lappaconitine and N-desacetyllappaconitine. Russ Chem Bull 70, 515–519 (2021). https://doi.org/10.1007/s11172-021-3117-3

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  • DOI: https://doi.org/10.1007/s11172-021-3117-3

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