A covalent organic framework-catalyzed visible-light-induced three-component cascade synthesis of trifluoroalkyl and trifluoroalkenyl quinoxalin-2(1H)-one derivatives

Herein, we report a visible-light-induced three-component cascade reaction of alkenes or alkynes with CF3SO2Na and quinoxalin-2(1H)-one derivatives. In this reaction, a photoactive two-dimensional imine-linked covalent organic framework (2D-COF-5) was employed as the heterogeneous photocatalyst. Benefiting from the excellent photoactivity, stability, and inherent heterogeneous nature of 2D-COF-5, this visible-light-induced three-component cascade reaction occurred smoothly in a selective, green, and sustainable manner. A wide range of C3 trifluoroalkyl and trifluoroalkenyl quinoxalin-2(1H)-one derivatives were produced in satisfying yields. A preliminary investigation of the reusability for 2D-COF-5 demonstrated the good maintenance of photocatalytic performance, basic chemical structure, and micro-appearance in eight recycling runs.

Automated summary

In this study, a visible-light-induced three-component cascade reaction was successfully achieved using a two-dimensional imine-linked covalent organic framework (2D-COF-5) as the heterogeneous photocatalyst. The reaction proceeded selectively, environmentally friendly, and sustainably, leading to the synthesis of various C3 trifluoroalkyl and trifluoroalkenyl quinoxalin-2(1H)-one derivatives with high yields. The reusability of 2D-COF-5 was also investigated and showed good maintenance of photocatalytic performance, chemical structure, and appearance in eight recycling runs.