4.6 Article

Metal- and photocatalyst-free synthesis of 3-selenylindoles and asymmetric diarylselenides promoted by visible light

Journal

RSC ADVANCES
Volume 9, Issue 39, Pages 22685-22694

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ra03642c

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Funding

  1. Consejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET)
  2. Secretaria de Ciencia y Tecnologia de la Universidad Nacional de Cordoba (SeCyT - UNC)
  3. Ministerio de Ciencia, Tecnologia e Innovacion Productiva (MinCyT) Argentina
  4. CONICET

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A novel and sustainable procedure was developed for the synthesis of 3-selenylindoles employing diorganyl diselenides and indoles or electron-rich arenes as starting materials. Visible blue light was used to promote the reaction without employing transition metal complexes or organic photocatalysts as sensitizers. Additives such as strong oxidants or bases were not required. Moreover, ethanol was employed as a benign solvent under mild reaction conditions. Through this easy and eco-friendly approach, several 3-selenylindoles and a number of asymmetric diarylselenides were obtained in good to excellent isolated yields.

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