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Trifluoromethyl-Substituted Sulfonium Ylide: Rh-Catalyzed Carbenoid Addition to Trifluoromethylthioether

Yafei Liu, Xinxin Shao, Panpan Zhang, Long Lu* and Qilong Shen*

*Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email: shenqlmail.sioc.ac.cn, lulongmail.sioc.ac.cn

S. Liu, X. Shao, P. Zhang, L. Lu, Q. Shen, Org. Lett., 2015, 17, 2752-2755.

DOI: 10.1021/acs.orglett.5b01170



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Abstract

A highly efficient Rh-catalyzed carbenoid addition to trifluoromethylthioether enables the formation of a trifluoromethyl-substituted sulfonium ylide. This ylide can act as an electrophilic trifluoromethylation reagent, as demonstrated by trifluoromethylation of β-ketoesters and aryl iodides.

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Copper-Catalyzed Trifluoromethylation of (Hetero)aryl Boronic Acid Pinacol Esters with YlideFluor

J. Liu, Y. Xiao, J. Hao, Q. Shen, Org. Lett., 2023, 25, 1204-1208.


Key Words

trifluoromethylation


ID: J54-Y2015