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Electrochemistry-Enabled Ir-Catalyzed Vinylic C-H Functionalization

Qi-Liang Yang, Yi-Kang Xing, Xiang-Yang Wang, Hong-Xing Ma, Xin-Jun Weng, Xiang Yang, Hai-Ming Guo and Tian-Sheng Mei*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email:

Q.-L. Yang, Y.-K. Xing, X.-Y. Wang, H.-X. Ma, X.-J. Weng, X. Yang, H.-M. Guo, T.-S. Mei, J. Am. Chem. Soc., 2019, 141, 18970-18976.

DOI: 10.1021/jacs.9b11915

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Synergistic use of electrochemistry and organometallic catalysis enables a site-selective vinylic C-H functionalization of acrylic acids with alkynes affording α-pyrones with very good yields in an undivided cell. Importantly, common chemical oxidants such as Ag(I) or Cu(II) did not give significant amounts of the desired product in the absence of electrical current under otherwise identical conditions.

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Key Words

2-pyrones, electrochemistry

ID: J48-Y2019