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Stereoconvergent Synthesis of Monofluoroalkenes via Photoinduced Dual Decarboxylative Cross-Coupling of α-Fluoroacrylic Acids with Redox-Active Esters

Xiao-Yu Lu*, Ang Gao, Meng-Yuan Ge, Ze-Jie Xia, Qi-Le Liu, Ting-Hua Tao, and Xiao-Mei Sun

*School of Materials and Chemical Engineering, Chuzhou University, Chuzhou 239000, China, Email:

X. Bai, L. Huang, P. Zhou, H. Xi, J. Hu, Z. Zuo, H. Feng, J. Org. Chem., 2022, 87, 4998-5004.

DOI: 10.1021/acs.joc.1c03088

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The visible light mediated coupling of α-fluoroacrylic acids with N-hydroxyphthalimide (NHPI) redox-active esters provides monofluoroalkenes under mild conditions. This decarboxylative reaction  exhibited excellent functional group compatibility and delivered monofluoroalkene products with excellent Z-stereoselectivity.

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Key Words

fluoroalkenes, alkylation

ID: J42-Y2022