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Light-Promoted and Tertiary-Amine-Assisted Hydroxysulfenylation of Alkenes: Selective and Direct One-Pot Synthesis of β-Hydroxysulfides

Jing Shi, Xue-Wang Gao, Qing-Xiao Tong and Jian-Ji Zhong*

*Department of Chemistry, Shantou University, Shantou, Guangdong 515063, P. R. China, Email:

J. Shi, X.-W. Gao, Q.-X. Tong, J.-J. Zhong, J. Org. Chem., 2021, 86, 12922-12931.

DOI: 10.1021/acs.joc.1c01610

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A visible light-promoted and tertiary-amine-assisted hydroxysulfenylation of both electron-rich and electron-deficient alkenes with thiophenols provides β-hydroxysulfides in very good yields. This simple and sustainable approach features mild reaction conditions, high efficiency, and excellent functional group tolerance.

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Key Words

aryl sulfides, benzylic alcohols, oxygen, photochemistry

ID: J42-Y2021