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Alkylation of furancarboxylic acid derivatives with alkenes catalyzed by nickel complexes with N-heterocyclic carbenes

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Russian Chemical Bulletin Aims and scope

Abstract

An efficient catalytic system based on commercially available nickel source (NiCp2), N-heterocyclic carbene, and a reducing agent (HCOONa) for selective C(5)H-alkylation of amides and esters of 2-furancarboxylic acid with alkenes of various structures was developed. A series of new previously undescribed 5-alkyl derivatives of 2-furancarboxylic acid were synthesized.

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Authors and Affiliations

  1. M. I. Platov South-Russian State Polytechnic University (NPI), 132 ul. Prosveshcheniya, 346428, Novocherkassk, Russian Federation

    K. E. Shepelenko, S. B. Soliev, K. A. Nikolaeva & V. M. Chernyshev

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    M. E. Minyaev

Authors
  1. K. E. Shepelenko
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  2. S. B. Soliev
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  3. K. A. Nikolaeva
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  4. M. E. Minyaev
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  5. V. M. Chernyshev
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Corresponding authors

Correspondence to K. E. Shepelenko or V. M. Chernyshev.

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The authors declare no competing interests.

Additional information

The authors are grateful to Academician of the Russian Academy of Sciences, V. P. Ananikov, for fruitful discussion of the results of the study and valuable comments.

This study was financially supported by the Council for Grants of President of the Russian Federation (Project No. MK-171.2022.1.3).

No human or animal subjects were used in this research.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 8, pp. 1746–1752, August, 2023.

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Shepelenko, K.E., Soliev, S.B., Nikolaeva, K.A. et al. Alkylation of furancarboxylic acid derivatives with alkenes catalyzed by nickel complexes with N-heterocyclic carbenes. Russ Chem Bull 72, 1746–1752 (2023). https://doi.org/10.1007/s11172-023-3956-1

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  • DOI: https://doi.org/10.1007/s11172-023-3956-1

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