4.5 Article

Green synthesis of 1,3-diynes from terminal acetylenes under solvent-free conditions

Journal

GREEN CHEMISTRY LETTERS AND REVIEWS
Volume 7, Issue 2, Pages 105-112

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/17518253.2014.895868

Keywords

symmetrical 1,3-diynes; unsymmetrical 1,3-diynes; copper-mediated homocoupling; solvent-free synthesis; microwave (MW)

Funding

  1. CNPq
  2. INCT-Catalise
  3. CAPES
  4. FAPESC

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Herein, we report the microwave-assisted synthesis of 1,3-diynes from terminal acetylenes, catalyzed by CuI and tetramethylethylenediamine, in the presence of air as the oxidant, at 100 degrees C for only 10 min under solvent-free conditions. This efficient methodology allowed the homocoupling of several terminal alkynes in moderate to excellent yields. Moreover, the same protocol was also applicable for the synthesis of some unsymmetrical 1,3-diynes through the cross-coupling reaction.

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