4.6 Article

Copper-Catalyzed Trifluoromethylation-Cyclization of Enynes: Highly Regioselective Construction of Trifluoromethylated Carbocycles and Heterocycles

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 43, Pages 14420-14424

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201303025

Keywords

copper; cyclization; enynes; regioselectivity; trifluoromethylation

Funding

  1. National Science Foundation [NSF21072081]
  2. National Basic Research Program of China (973 Program) [2010CB8-33203]
  3. 111 Project
  4. Program for Changjiang Scholars and innovative Research Team in University [IRT1138]

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Regioselective trifluoromethylation-cyclization: A method for copper-catalyzed trifluoromethylation-cyclization of simple enynes using the C-C triple bond as a nucleophile is reported for the first time (see scheme). The reaction proceeds efficiently in a highly regioselective manner to give various 5- or 6-exo-dig carbocycles and heterocycles in moderate to high yields.

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