Photoredox-catalyzed three-component carbotrifluoromethylation of alkenes via radical–radical cross-coupling

In this study, we establish an efficient photocatalytic strategy for three-component carbotrifluoromethylation of alkenes. This approach is capable of constructing a variety of chiral carbon-containing 1,4-bis(trifluoromethylated) compounds under visible light irradiation. By using commercially avai...

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Veröffentlicht in:Organic Chemistry Frontiers 2024-08, Vol.11 (17), p.4708-4715
Hauptverfasser: Tang, Lin, Lv, Ge, Wu, Taijun, Zhang, Lufang, Wang, Xiaoyu, Jia, Fengjuan, Zhou, Qiuju, Zou, Guodong
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Sprache:eng
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Zusammenfassung:In this study, we establish an efficient photocatalytic strategy for three-component carbotrifluoromethylation of alkenes. This approach is capable of constructing a variety of chiral carbon-containing 1,4-bis(trifluoromethylated) compounds under visible light irradiation. By using commercially available Togni and Langlois reagents, the reaction can smoothly proceed via photoredox-catalyzed radical–radical cross-coupling in the absence of additional additives under mild conditions. Application of the process in gram-scale synthesis of the product and late-stage functionalization of bioactive molecules is achieved.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D4QO00799A