AI Article Synopsis

  • A novel method for alkenyltrifluoromethylation of alkenes has been developed, using visible light and a mix of easily accessible reactants.
  • The reaction showcases good tolerance for various functional groups and produces valuable CF-functionalized 1,4-naphthoquinones, useful for modifying natural products and drugs.
  • This process acts as an autocatalytic system, with 2-arylamino-1,4-naphthoquinones functioning as both the substrate and catalyst, allowing for simple reactions without the need for external catalysts.

Article Abstract

The first example of the visible light-driven and substrate-promoted three-component alkenyltrifluoromethylation of alkenes is developed. This approach uses easily available alkenes, 2-arylamino-1,4-naphthoquinones and Togni reagent as the reactants, and describes good functionality tolerance. The reaction offers a precise synthesis of valuable CF-functionalized 1,4-naphthoquinones and can be applied in late-stage modification of natural products and pharmaceuticals. Experimental results imply that bifunctional 2-arylamino-1,4-naphthoquinones serve as both substrates and catalysts. In terms of this autocatalytic system, the protocol enables a straightforward intermolecular difunctionalization of alkenes under visible light irradiation without external catalysts.

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http://dx.doi.org/10.1039/d4ob01585aDOI Listing

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