論文

査読有り
2011年11月

Iron-Catalyzed C-H Bond Activation for the ortho-Arylation of Aryl Pyridines and Imines with Grignard Reagents

CHEMISTRY-AN ASIAN JOURNAL
  • Naohiko Yoshikai
  • ,
  • Sobi Asako
  • ,
  • Takeshi Yamakawa
  • ,
  • Laurean Ilies
  • ,
  • Eiichi Nakamura

6
11
開始ページ
3059
終了ページ
3065
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1002/asia.201100470
出版者・発行元
WILEY-BLACKWELL

Direct arylation of the ortho-C-H bond of an aryl pyridine or an aryl imine with an aryl Grignard reagent has been achieved by using an iron-diamine catalyst and a dichloroalkane as an oxidant in a short reaction time (e. g., 5 min) under mild conditions (0 degrees C). The use of an aromatic co-solvent, such as chlorobenzene and benzene, and slow addition of the Grignard reagent are essential for the high efficiency of the reaction. The present arylation reaction has distinct merits over the previously developed reaction that used an arylzinc reagent, such as its reaction rate and atom economy. Selective C-H bond activation occurs in the presence of a leaving group, such as a tosyloxy, chloro, and bromo group. Studies on a stoichiometric reaction and kinetic isotope effects shed light on the reaction intermediate and the C-H bond-activation step.

Web of Science ® 被引用回数 : 70

リンク情報
DOI
https://doi.org/10.1002/asia.201100470
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000297420200028&DestApp=WOS_CPL
URL
http://orcid.org/0000-0003-4525-5317

エクスポート
BibTeX RIS