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Photoinduced Decarboxylative Phosphorothiolation of N-Hydroxyphthalimide Esters

Yu Guo, Ying Luo, Shiqiang Mu, Jian Xu* and Qiuling Song*

*College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian 361021, China, Email: jianxhqu.edu.cn, qsonghqu.edu.cn

Y. Guo, Y. Luo, S. Mu, J. Xu, Q. Song, Org. Lett., 2021, 23, 6729-6734.

DOI: 10.1021/acs.orglett.1c02300



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Abstract

An Ir-catalyzed decarboxylative phosphorothiolation of N-hydroxyphthalimide esters provides phosphorothioates under visible light irradiation. The reaction tolerates a broad range of functional groups, provides sterically hindered phosphorothioates, and enables the late stage modification of bioactive molecules.

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proposed mechanism



Key Words

phosphorothioates, photochemistry


ID: J54-Y2021