Redox-Neutral Nickel-Catalyzed Selective Hydroalkynylation of Internal Alkyne and Its Application in Anticancer Agent Discovery†
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.
Search for more papers by this authorTeng 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.
Search for more papers by this authorShuqing 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.
Search for more papers by this authorGuangyu Li
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorGaorong Wu
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorYoujia Gao
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorZhilin Xu
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorYitao Wu
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorCorresponding 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 authorCorresponding 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 authorWeiming 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.
Search for more papers by this authorTeng 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.
Search for more papers by this authorShuqing 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.
Search for more papers by this authorGuangyu Li
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorGaorong Wu
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorYoujia Gao
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorZhilin Xu
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorYitao Wu
Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorCorresponding 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 authorCorresponding 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† 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.
Supporting Information
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Appendix S1: Supporting Information |
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