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Direct Cross-Dehydrogenative C–N-Coupling of Phenanthridine with 1H-Benzotriazole

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Abstract

A procedure has been developed for the direct Csp2–H functionalization of phenanthridine with a 1H-benzotriazole residue in the presence of Selectfluor® to build up Csp2–N bond. The procedure makes it possible to synthesize 6-(1H-benzotriazol-1-yl)phenanthridine in one step using commercially available starting materials and reagents. The product is an important substrate for further chemical transformations.

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ACKNOWLEDGMENTS

The authors thank the staffs of Organic and Biomolecular Chemistry Department and Laboratory for Integrated Studies and Expert Evaluation of Organic Materials of the Ural Federal University, and the staff of Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, for their help in performing this study.

Funding

This study was financially supported by the Ministry of Sciences and Higher Education of the Russian Federation (contract no. 075-15-2022-1118, June 29, 2022).

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Authors and Affiliations

  1. Yeltsin Ural Federal University, 620002, Yekaterinburg, Russia

    A. A. Akulov, A. A. Pershin, D. S. Kopchuk, M. V. Varaksin, G. V. Zyryanov & O. N. Chupakhin

  2. Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 620990, Yekaterinburg, Russia

    D. S. Kopchuk, M. V. Varaksin, G. V. Zyryanov & O. N. Chupakhin

Authors
  1. A. A. Akulov
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  2. A. A. Pershin
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  3. D. S. Kopchuk
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  4. M. V. Varaksin
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  5. G. V. Zyryanov
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  6. O. N. Chupakhin
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Corresponding author

Correspondence to G. V. Zyryanov.

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The authors declare the absence of conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 7, pp. 961–966 https://doi.org/10.31857/S051474922307011X.

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Akulov, A.A., Pershin, A.A., Kopchuk, D.S. et al. Direct Cross-Dehydrogenative C–N-Coupling of Phenanthridine with 1H-Benzotriazole. Russ J Org Chem 59, 1255–1259 (2023). https://doi.org/10.1134/S1070428023070199

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  • DOI: https://doi.org/10.1134/S1070428023070199

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