Volume 42, Issue 24 pp. 3317-3323
Concise Report

Redox-Neutral Nickel-Catalyzed Selective Hydroalkynylation of Internal Alkyne and Its Application in Anticancer Agent Discovery

Weiming Chen

Weiming Chen

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

Key Laboratory of Prevention and Treatment of Cardiovascular and Cerebrovascular Diseases of Ministry of Education, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

W. C., T. L. and S. L. contributed equally to this work.

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Teng Liu

Teng Liu

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

W. C., T. L. and S. L. contributed equally to this work.

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Shuqing Li

Shuqing Li

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

W. C., T. L. and S. L. contributed equally to this work.

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Guangyu Li

Guangyu Li

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

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Gaorong Wu

Gaorong Wu

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

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Youjia Gao

Youjia Gao

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

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Zhilin Xu

Zhilin Xu

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

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Yitao Wu

Yitao Wu

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

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Xiaopeng Peng

Corresponding Author

Xiaopeng Peng

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

Key Laboratory of Prevention and Treatment of Cardiovascular and Cerebrovascular Diseases of Ministry of Education, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

E-mail: [email protected]; [email protected]Search for more papers by this author
Jiuzhong Huang

Corresponding Author

Jiuzhong Huang

Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

Key Laboratory of Prevention and Treatment of Cardiovascular and Cerebrovascular Diseases of Ministry of Education, Gannan Medical University, Ganzhou, Jiangxi, 341000 China

E-mail: [email protected]; [email protected]Search for more papers by this author
First published: 04 September 2024
Citations: 2

Dedicated to the Special Issue of Nickel Catalysis.

Comprehensive Summary

Herein, an unprecedented nickel-catalyzed regioselective hydroalkynylation of unsymmetrical internal alkynes was realized with steric hindered resistance selectivity via the cyano-directing group strategy. Significantly, the resulting 1,3-enyne products could be effectively employed in the synthesis of novel nitrogen-containing tricyclics compounds, that provided the potential candidate compound 8a (IC50 = 2.6—6.1 μmol/L) for the anti-tumor cell proliferation activity. Therefore, this work not only improves the transition-metal- catalyzed hydroalkynylation strategy of internal alkynes, but also exhibits versatility of 1,3-enynes in the construction of the complex bioactive chemical space.

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