Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 31, Pages 4485-4489Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100868
Keywords
Cascade; cyclization; Difluoroalkylation; Photocatalysis; Polycyclic imidazoles; Radicals
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A visible light promoted difluoroalkylated cascade reaction of imidazoles and alkenes was reported, providing highly functionalized polycyclic imidazoles. The method allows for a direct radical cyclization of imidazoles with alkenes using BrCF2R as radical sources, with up to 95% isolated yield under mild conditions. Radical-trapping and light-on/off experiments suggested a photocatalytic radical mechanism.
We reported herein a visible light promoted difluoroalkylated cascade of imidazoles and alkenes to afford highly functionalized polycyclic imidazoles. This method features a direct radical cyclization of imidazoles with alkenes using BrCF2R as radical sources. The reaction conditions tolerate a wide range of substrate scope and afford the desired products with up to 95 % isolated yield under mild conditions. Radical-trapping and light-on/off experiments indicated a photocatalytic radical mechanism.
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