Hydrodehalogenation of Haloarenes by a Sodium Hydride–Iodide Composite

A simple protocol for hydrodebromination and ‐deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process. A simple protocol for...

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Veröffentlicht in:Angewandte Chemie International Edition 2017-02, Vol.56 (7), p.1840-1844
Hauptverfasser: Ong, Derek Yiren, Tejo, Ciputra, Xu, Kai, Hirao, Hajime, Chiba, Shunsuke
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Sprache:eng
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Zusammenfassung:A simple protocol for hydrodebromination and ‐deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process. A simple protocol for hydrodebromination and ‐deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies show that an unusual concerted nucleophilic aromatic substitution operates in the present process.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201611495