Concise Report
Efficient Allylation of Dihalides: A Versatile Approach to C/N/O-Functionalized Derivatives
Mengdi Pang,
Wentao Hao,
Xiulin Li,
Chunyan Zhang,
Ali Morsali,
Ali Ramazani,
Guoying Zhang,
Mengdi Pang
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
These authors contributed equally to this work.
Search for more papers by this authorWentao Hao
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
University of Chinese Academy of Sciences, Beijing, 100049 China
These authors contributed equally to this work.
Search for more papers by this authorXiulin Li
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
Search for more papers by this authorChunyan Zhang
School of Environmental and Engineering, Taiyuan University of Technology, Taiyuan, Shanxi, 030001 China
Search for more papers by this authorAli Morsali
Department of Chemistry, Tarbiat Modares University, Tehran, 14115-4838 Iran
Search for more papers by this authorAli Ramazani
The Organic Chemistry Research Laboratory (OCRL), Department of Chemistry, Faculty of Science, University of Zanjan, Zanjan, 45371-38791 Iran
Search for more papers by this authorCorresponding Author
Guoying Zhang
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
E-mail: [email protected].Search for more papers by this authorMengdi Pang,
Wentao Hao,
Xiulin Li,
Chunyan Zhang,
Ali Morsali,
Ali Ramazani,
Guoying Zhang,
Mengdi Pang
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
These authors contributed equally to this work.
Search for more papers by this authorWentao Hao
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
University of Chinese Academy of Sciences, Beijing, 100049 China
These authors contributed equally to this work.
Search for more papers by this authorXiulin Li
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
Search for more papers by this authorChunyan Zhang
School of Environmental and Engineering, Taiyuan University of Technology, Taiyuan, Shanxi, 030001 China
Search for more papers by this authorAli Morsali
Department of Chemistry, Tarbiat Modares University, Tehran, 14115-4838 Iran
Search for more papers by this authorAli Ramazani
The Organic Chemistry Research Laboratory (OCRL), Department of Chemistry, Faculty of Science, University of Zanjan, Zanjan, 45371-38791 Iran
Search for more papers by this authorCorresponding Author
Guoying Zhang
Institute of Coal Chemistry, State Key Laboratory of Coal Conversion, Chinese Academy of Sciences, Taiyuan, Shanxi, 030001 China
E-mail: [email protected].Search for more papers by this authorFirst published: 19 May 2025
Comprehensive Summary
This study presents an efficient and innovative allylation strategy utilizing C/N/O nucleophilic reagents with attenuated reactivity, enabling the construction of versatile allyl compounds. The approach focuses on the sequential allylation of dihalides in large-scale chemical manufacturing, effectively addressing the challenge of achieving selectivity in cascade reactions. The methodology is centered on the Cu-catalyzed C-olefination of alkynes with dihalides, significantly expediting the synthesis of a diverse array of finely conjugated enyne derivatives. Furthermore, a base-facilitated sequential condensation process has been developed to achieve the N-allylation of hydrazines, yielding a wide range of trisubstituted alkenyl hydrazones. Additionally, the protocol enables the synthesis of high-value ester compounds through O-allylation or esterification with dihalides. This transformation also facilitates the one-step synthesis of a variety of essential pharmaceuticals, demonstrating its broad synthetic utility and potential.
Supporting Information
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Appendix S1: Supporting Information |
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