Visible-Light Photoredox-Catalyzed Radical-Polar Crossover 1,4-Hydrofluoromethylation of 1,3-Enynes

We report herein a visible-light photoredox-catalyzed 1,4-hydrofluoromethylation of terminal-alkene-derived 1,3-enynes with sodium fluoromethylsulfinate, providing an effective protocol to access a diversity of di- and trisubstituted allenes under mild conditions. The synthetic utility of the presen...

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Bibliographic Details
Published in:Organic letters 2024-12, Vol.26 (48), p.10399-10403
Main Authors: Sun, Yuejie, Pan, Yingjie, Chen, Xiaoyun, Yu, Huaguang, Han, Ying, Sun, Qiu, Hou, Hong, Zhu, Shaoqun
Format: Article
Language:English
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Summary:We report herein a visible-light photoredox-catalyzed 1,4-hydrofluoromethylation of terminal-alkene-derived 1,3-enynes with sodium fluoromethylsulfinate, providing an effective protocol to access a diversity of di- and trisubstituted allenes under mild conditions. The synthetic utility of the present protocol was demonstrated by a large-scale reaction as well as the synthetic derivatization of the allene product.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c04089