Photocatalytic synthesis of azaheterocycle-fused piperidines and pyrrolidines via tandem difunctionalization of unactivated alkenes

A variety of azaheterocycle-fused piperidines and pyrrolidines bearing CF and CHF functionalities were obtained using CF SO Na and CHF SO Na by visible light photocatalysis. This protocol involves a radical cascade cyclization tandem tri- and difluoromethylation-arylation of pendent unactivated alke...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-04, Vol.21 (16), p.3317-3322
Hauptverfasser: Zhou, Qun-Huai, Dai, Jia-Ying, Zhao, Wen-Jing, Zhong, Xi-Ya, Liu, Chun-Yang, Luo, Wei-Wei, Li, Zhi-Wei, Li, Jiang-Sheng, Liu, Wei-Dong
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Sprache:eng
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Zusammenfassung:A variety of azaheterocycle-fused piperidines and pyrrolidines bearing CF and CHF functionalities were obtained using CF SO Na and CHF SO Na by visible light photocatalysis. This protocol involves a radical cascade cyclization tandem tri- and difluoromethylation-arylation of pendent unactivated alkenes. Benzimidazole, imidazole, theophylline, purine, and indole serve as applicable anchors, thereby enriching the structural diversity of piperidine and pyrrolidine derivatives. This method features mild, additive-free and transition metal-free conditions.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00241a