Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel

Transformations with ClCF2H are very limited and normally involve a difluorocarbene intermediate. Here, the authors report a nickel-catalyzed difluoromethylation of aryl chlorides with chlorodifluoromethane via a difluoromethyl radical intermediate and apply the method to the synthesis of marketed p...

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Main Authors: Chang Xu, Wen-Hao Guo, Xu He, Yin-Long Guo, Xue-Ying Zhang, Xingang Zhang
Format: Article
Language:English
Published: Nature Publishing Group 2018-03-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-018-03532-1
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spelling doaj-6cc8894e17964b75b809104e2d8eb40e2021-05-11T10:08:33ZengNature Publishing GroupNature Communications2041-17232018-03-019111010.1038/s41467-018-03532-1Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickelChang Xu0Wen-Hao Guo1Xu He2Yin-Long Guo3Xue-Ying Zhang4Xingang Zhang5Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesTransformations with ClCF2H are very limited and normally involve a difluorocarbene intermediate. Here, the authors report a nickel-catalyzed difluoromethylation of aryl chlorides with chlorodifluoromethane via a difluoromethyl radical intermediate and apply the method to the synthesis of marketed pharmaceuticals.https://doi.org/10.1038/s41467-018-03532-1
collection DOAJ
language English
format Article
sources DOAJ
author Chang Xu
Wen-Hao Guo
Xu He
Yin-Long Guo
Xue-Ying Zhang
Xingang Zhang
spellingShingle Chang Xu
Wen-Hao Guo
Xu He
Yin-Long Guo
Xue-Ying Zhang
Xingang Zhang
Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
Nature Communications
author_facet Chang Xu
Wen-Hao Guo
Xu He
Yin-Long Guo
Xue-Ying Zhang
Xingang Zhang
author_sort Chang Xu
title Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
title_short Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
title_full Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
title_fullStr Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
title_full_unstemmed Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
title_sort difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
publisher Nature Publishing Group
series Nature Communications
issn 2041-1723
publishDate 2018-03-01
description Transformations with ClCF2H are very limited and normally involve a difluorocarbene intermediate. Here, the authors report a nickel-catalyzed difluoromethylation of aryl chlorides with chlorodifluoromethane via a difluoromethyl radical intermediate and apply the method to the synthesis of marketed pharmaceuticals.
url https://doi.org/10.1038/s41467-018-03532-1
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AT yinlongguo difluoromethylationofheteroarylchlorideswithchlorodifluoromethanecatalyzedbynickel
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