4.5 Article

Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of -Nitrostyrenes with Carbon Monoxide as the Reductant

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 26, Pages 5712-5715

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201500933

Keywords

C-H activation; Carbonylation; Palladium; Nitrogen heterocycles; Nitroalkenes

Funding

  1. Ministero dell'Universita e della Ricerca (MIUR)
  2. University of Milano

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An efficient catalytic cyclization of -nitrostyrenes to indoles was developed. The reaction was applied to the synthesis of 3-arylindoles and 2-alkylindoles. Given that in the latter case the starting -nitrostyrenes can be easily obtained by a Henry reaction, the present method allows indoles to be obtained in a two-step sequence starting from cheap reactants.

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