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DOI: https://doi.org/10.6023/cjoc202507019

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Recent Progress in Copper-Catalyzed Remote Yne-Allylic Substitution Reaction

  • Meng-Die Li ,
  • Zi-Han Wang ,
  • Tao-Yan Lin
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  • aSchool of Chemistry and Chemical Engineering, Huaibei Normal University, Huaibei, Anhui 235000
    bState Key Laboratory of Green Pesticide, Guizhou University, Guiyang, Guizhou 550025
†The authors contributed equally to this work.

Received date: 2025-07-15

  Revised date: 2025-09-25

  Online published: 2025-11-05

Supported by

National Natural Science Foundation of China (22301095); the Opening Funding of project of National Key Laboratory of Green Pesticide, Guizhou Medicial University (GPLKF202509)

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Abstract

Copper-catalyzed remote yne-allylic substitution system is efficient approach for constructing functional molecules containing unsaturated bonds, and a variety of new catalytic systems and reaction modes have been successfully developed. Yne-allylic ester substrates with remote leaving groups are converted into copper vinyl-allenylidene intermediates under the cooperative catalysis of copper/ligands. The nucleophilic addition of nucleophiles to the γ-position or ε-position of the intermediates can efficiently construct important skeletons such as structurally diverse 1,3-enynes, 1,4-enynes, allenes, spirocyclic compounds, and C-C/C-N/N-N axially chiral compounds. From the perspective of classification by nucleophile types, this article systematically summarizes the latest research progress of copper-catalyzed remote yne-allylic substitution reactions involving various nucleophiles such as carbon, nitrogen, and sulfur. It focuses on the discussion of reaction mechanisms and prospects for the future development direction of this field.

Key words： copper-catalysis; yne-allylic substitution; remote; copper vinyl-allenylidene intermediate

Cite this article

Meng-Die Li , Zi-Han Wang , Tao-Yan Lin . Recent Progress in Copper-Catalyzed Remote Yne-Allylic Substitution Reaction[J]. Chinese Journal of Organic Chemistry, 0 : 0 . DOI: 10.6023/cjoc202507019

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