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Native Amide-Directed C(sp3)−H Amidation Enabled by Electron-Deficient RhIII Catalyst and Electron-Deficient 2-Pyridone Ligand

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Title: Native Amide-Directed C(sp3)−H Amidation Enabled by Electron-Deficient RhIII Catalyst and Electron-Deficient 2-Pyridone Ligand
Authors: Wakikawa, Takumi Browse this author
Sekine, Daichi Browse this author
Murata, Yuta Browse this author
Bunno, Youka Browse this author
Kojima, Masahiro Browse this author →KAKEN DB
Nagashima, Yuki Browse this author
Tanaka, Ken Browse this author
Yoshino, Tatsuhiko Browse this author →KAKEN DB
Matsunaga, Shigeki Browse this author →KAKEN DB
Keywords: 2-Pyridone
amide
C–H activation
dioxazolone
rhodium
Issue Date: 28-Oct-2022
Publisher: Wiley-Blackwell
Journal Title: Angewandte chemie-international edition
Volume: 61
Issue: 52
Start Page: e202213659
Publisher DOI: 10.1002/anie.202213659
Abstract: Trivalent group-9 metal catalysts with a cyclopentadienyl-type ligand (CpMIII; M=Co, Rh, Ir, Cp=cyclopentadienyl) have been widely used for directed C-H functionalizations, albeit that their application to challenging C(sp(3))-H functionalizations suffers from the limitations of the available directing groups. In this report, we describe directed C(sp(3))-H amidation reactions of simple amide substrates with a variety of substituents. The combination of an electron-deficient (CpRh)-Rh-E catalyst (Cp-E=1,3-bis(ethoxycarbonyl)-substituted Cp) and an electron-deficient 2-pyridone ligand is essential for high reactivity.
Rights: This is the peer reviewed version of the following article: Native Amide-Directed C(sp3)–H Amidation Enabled by Electron- Deficient Rh(III) Catalyst and Electron-Deficient 2-Pyridone Ligand, which has been published in final form at 10.1002/anie.202213659. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.
Type: article (author version)
URI: http://hdl.handle.net/2115/90657
Appears in Collections:薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 吉野 達彦

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