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HFIP‐Assisted Single C−F Bond Activation of Trifluoromethyl Ketones using Visible‐Light Photoredox Catalysis by Soumen Ghosh; Zheng‐Wang Qu; Suman Pradhan; Avisek Ghosh; Stefan Grimme; Indranil Chatterjee is a Chemistry article available to read on EtoBox.
What is HFIP‐Assisted Single C−F Bond Activation of Trifluoromethyl Ketones using Visible‐Light Photoredox Catalysis about?
## Abstract A visible light photoredox catalytic method for the selective cleavage of single strong C−F bond in trifluoromethyl ketones is reported. Single electron reduction of trifluoromethyl ketones generates difluoromethyl radicals which can be engaged in intermolecular C−C bond formation with N‐methyl‐N‐arylmethacrylamides to furnish fluorine‐containing oxindole derivatives in good yields. The reaction shows excellent chemoselectivity with good functional group tolerance under mild conditions. 1,1,1,3,3,3‐Hexafluoroisopropanol (HFIP) as a solvent plays a critical role for the selective single C−F bond cleavage. High‐level DFT calculations are depicted to shed light on the mechanism.
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- Author
- Soumen Ghosh; Zheng‐Wang Qu; Suman Pradhan; Avisek Ghosh; Stefan Grimme; Indranil Chatterjee
- Publisher
- Wiley
- Published
- 2021
- Language
- EN
- Field
- Chemistry (Physical Sciences)