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Alkaloids of the Flora of Siberia and Altai. XXI.* 5′-(1,2,3-Triazolyl)-Substituted Lappaconitine Derivatives

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Chemistry of Natural Compounds Aims and scope

New derivatives of the diterpene alkaloid lappaconitine containing a 1H-substituted 1,2,3-triazol-4-yl substituent in the anthranilate C-5′-position were synthesized via the reaction of 5′-ethynyllappaconitine with aromatic or aliphatic azides in the presence of aqueous CuSO4 and sodium ascorbate in DMF. The yields of the 1,4-disubstituted 1,2,3-triazoles were 40–73% and depended on the nature of the azide.

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Acknowledgment

The work was sponsored by Russian Scientific Foundation Grant No. 14-13-00822. We thank A. P. Krysin for supplying samples of the starting phenolic compounds.

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Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Prosp. Akad. Lavrenťeva, 9, Russia

    V. E. Romanov & E. E. Shul′ts

  2. Novosibirsk State National Research University, 630090, Novosibirsk, Ul. Pirogova, 2, Russia

    V. E. Romanov & E. E. Shul′ts

Authors
  1. V. E. Romanov
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  2. E. E. Shul′ts
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Correspondence to E. E. Shul′ts.

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*For No. XX, see [1].

Translated from Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2015, pp. 982–985.

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Romanov, V.E., Shul′ts, E.E. Alkaloids of the Flora of Siberia and Altai. XXI.* 5′-(1,2,3-Triazolyl)-Substituted Lappaconitine Derivatives. Chem Nat Compd 51, 1142–1146 (2015). https://doi.org/10.1007/s10600-015-1511-5

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