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Monofluoromethylation of Tetrahydroisoquinolines by Visible-light Induced Direct C(sp3)H Bond Activation

A visible‐light photoredox‐catalyzed reaction of tetrahydroisoquinolines with β‐fluorinated gem‐diols results in the formation of C1‐monofluoromethylated tetrahydroisoquinolines via C(sp3)H bond activation. This protocol provides a new method to introduce a CF group with stable, easily‐prepared mon...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2015-04, Vol.357 (6), p.1277-1282
Main Authors: Li, Weipeng, Zhu, Yunhuang, Duan, Yingqian, Zhang, Muliang, Zhu, Chengjian
Format: Article
Language:English
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Summary:A visible‐light photoredox‐catalyzed reaction of tetrahydroisoquinolines with β‐fluorinated gem‐diols results in the formation of C1‐monofluoromethylated tetrahydroisoquinolines via C(sp3)H bond activation. This protocol provides a new method to introduce a CF group with stable, easily‐prepared monofluorinated gem‐diol as CF source. A mechanistic investigation is presented based on control experiments.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201401146