2008年12月
A Novel Synthetic Route to 2-Arylalkanoic Acids by a Ruthenium-Catalyzed Chemoselective Oxidation of Furan Rings
SYNTHESIS-STUTTGART
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- 巻
- 号
- 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
- ID情報
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- DOI : 10.1055/s-0028-1083222
- ISSN : 0039-7881
- Web of Science ID : WOS:000261944900020