Amide‐Directed C−H Sodiation by a Sodium Hydride/Iodide Composite

Amide‐Directed C−H Sodiation by a Sodium Hydride/Iodide Composite

A new protocol for amide‐directed ortho and lateral C−H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds. New direction: An amide‐di...

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Veröffentlicht in:Angewandte Chemie International Edition 2017-06, Vol.56 (23), p.6544-6547
Hauptverfasser: Huang, Yinhua, Chan, Guo Hao, Chiba, Shunsuke
Format: Artikel
Sprache:eng
Schlagworte:
amides
arenes
Aromatic compounds
C−H activation
Intermediates
Iodides
Lithium
metalation
Sodium
sodium hydride
Sodium hydrides
Sodium iodide
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Zusammenfassung:A new protocol for amide‐directed ortho and lateral C−H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds. New direction: An amide‐directed ortho and lateral C−H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201702512