Carboxylation of indoles and pyrroles with CO2 in the presence of dialkylaluminum halides

Koji Nemoto, Satoru Onozawa, Naoki Egusa, Naoya Morohashi, Tetsutaro Hattori

研究成果: Article査読

27 被引用数 (Scopus)

抄録

The Lewis acid-mediated carboxylation of arenes with CO2 has been successfully applied to 1-substituted indoles and pyrroles by using dialkylaluminum chlorides instead of aluminum trihalides. Thus, the carboxylation of 1-methylindoles, 1-benzyl-, and 1-phenylpyrroles proceeds regioselectively with the aid of an equimolar amount of Me2AlCl under CO2 pressure (3.0 MPa) at room temperature to afford the corresponding indole-3-carboxylic acids and pyrrole-2-carboxylic acids in 61-85% yields, while the same treatment of 1,2,5-trimethylpyrrole affords the 3-carboxylic acid in 52% yield.

本文言語English
ページ(範囲)4512-4514
ページ数3
ジャーナルTetrahedron Letters
50
31
DOI
出版ステータスPublished - 2009 8 5

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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