MISC

2008年12月

A Novel Synthetic Route to 2-Arylalkanoic Acids by a Ruthenium-Catalyzed Chemoselective Oxidation of Furan Rings

SYNTHESIS-STUTTGART
  • Masahiro Noji
  • ,
  • Haruka Sunahara
  • ,
  • Ken-ichi Tsuchiya
  • ,
  • Toru Mukai
  • ,
  • Ayako Komasaka
  • ,
  • Keitaro Ishii

23
開始ページ
3835
終了ページ
3845
記述言語
英語
掲載種別
DOI
10.1055/s-0028-1083222
出版者・発行元
GEORG THIEME VERLAG KG

An efficient two-step synthesis of 2-arylalkanoic acids from 1-arylalkanols is described. Firstly, 1-arylalkylfbran derivatives were synthesized in high yields by the metal triflate catalyzed Friedel-Crafts alkylation of 2-methylfuran with 1-arylalkanols without employing anhydrous conditions. The chemoselective oxidation of the furan ring in 1-arylalkylfurans to carboxylic acid was then investigated. In a solvent system of hexane-EtOAc/H(2)O (1:3:4). the furan ring was selectively oxidized with 7 equivalents of NalO(4) by using 0.5 mol% RuCl(3) as catalyst to give 2-arylalkanoic acids in good yields. The selectivity of ruthenium oxidation was controlled by the solvent ratio of hexane-EtOAc.


リンク情報
DOI
https://doi.org/10.1055/s-0028-1083222
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000261944900020&DestApp=WOS_CPL
ID情報
  • DOI : 10.1055/s-0028-1083222
  • ISSN : 0039-7881
  • Web of Science ID : WOS:000261944900020

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