Issue 34, 2021

Visible-light-promoted olefinic trifluoromethylation of enamides with CF3SO2Na

Abstract

A visible-light-promoted olefinic C–H trifluoromethylation of enamides was developed by employing cheap and stable Langlois’ reagent as the CF3 source. A series of β-CF3 enamides were obtained in moderate to good yields with high E-isomer selectivity under mild conditions. Preliminary mechanistic studies suggest that molecular oxygen acts as the terminal oxidant for this net oxidative process, and the E isomer selectivity could be well explained by a base-assisted deprotonation of the cation intermediate.

Graphical abstract: Visible-light-promoted olefinic trifluoromethylation of enamides with CF3SO2Na

Supplementary files

Article information

Article type
Paper
Submitted
20 Jul 2021
Accepted
16 Aug 2021
First published
17 Aug 2021

Org. Biomol. Chem., 2021,19, 7475-7479

Visible-light-promoted olefinic trifluoromethylation of enamides with CF3SO2Na

K. Tang, Y. Chen, J. Guan, Z. Wang, K. Chen, H. Xiang and H. Yang, Org. Biomol. Chem., 2021, 19, 7475 DOI: 10.1039/D1OB01410B

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