Visible light induced 3-position-selective addition of arylpropiolic acids with ethers via C(sp3)-H functionalization
Zi-Juan Wan1, Xiao-Feng Yuan1, Jun Luo1
1School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China. luojun@njust.edu.cn.
Abstract:
Although the 2-position-selective decarboxylative coupling or addition of arylpropiolic acids with cyclic ethers has been intensively investigated, selective functionalization of arylpropiolic acids at the 3-position is still a big challenge. Herein, an intriguing and mild method for visible light induced regioselective addition of arylpropiolic acids by attacking exclusively at the 3-position with cyclic/acyclic ethers was developed. A variety of 3,3-bis-substituted acrylic acids were successfully obtained in moderate to excellent yields. A plausible reaction mechanism involving an energy transfer induced radical addition in the presence of visible light and photocatalyst was proposed.
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