N-Trifluoromethoxyphthalimide: A Shelf-Stable Reagent for Nucleophilic Trifluoromethoxylation

Wen-Juan Yuan, Chao-Lai Tong, Xiu-Hua Xu and Feng-Ling Qing*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Science, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email: flqmail.sioc.ac.cn

W.-J. Yuan, C.-L. Tong, X.-H. Xu, F.-L. Qing, J. Org. Chem., 2023, 88, 4434-4441.

DOI: 10.1021/acs.joc.2c03031

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Abstract

N-Trifluoromethoxyphthalimide (PhthN-OCF₃) is a stable and solid trifluoromethoxylating reagent, that releases an OCF₃ anion under mild reaction conditions. PhthN-OCF₃ can be used for the nucleophilic trifluoromethoxylation of various alkyl electrophiles to provide trifluoromethyl ethers with unique properties in good yields.

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Key Words

ethers

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ID: J42-Y2023