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

Herein, we report a visible-light-induced three-component cascade reaction of alkenes or alkynes with CF 3 SO 2 Na and quinoxalin-2(1 H )-one derivatives. In this reaction, a photoactive two-dimensional imine-linked covalent organic framework (2D-COF-5) was employed as the heterogeneous photocatalys...

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Veröffentlicht in:New journal of chemistry 2022-10, Vol.46 (42), p.2412-2418
Hauptverfasser: Wang, Hesheng, Li, Siyu, Cui, Yue, Liu, Minqiang, Bu, Xiubin, Tian, Hua, Yang, Xiaobo
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Sprache:eng
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Zusammenfassung:Herein, we report a visible-light-induced three-component cascade reaction of alkenes or alkynes with CF 3 SO 2 Na and quinoxalin-2(1 H )-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(1 H )-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. A COF-catalyzed visible-light-induced three-component synthesis of trifluoroalkyl and trifluoroalkenyl quinoxalin-2(1 H )-one derivatives features robust substrate adaptability, good sustainability, and Z -selectivity.
ISSN:1144-0546
1369-9261
DOI:10.1039/d2nj04430g