4.7 Article

Copper-catalyzed tandem trifluoromethylation/cyclization of internal alkynes

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 1, Issue 11, Pages 1280-1284

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4qo00240g

Keywords

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Funding

  1. National Basic Research Program of China [2015CB931900]
  2. Syngenta PhD Fellowship
  3. National Natural Science Foundation [21032006, 21172240, 21421002, 21472222]
  4. Science and Technology Commission of Shanghai Municipality [14ZR1448800]
  5. Chinese Academy of Sciences

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Copper-catalyzed tandem trifluoromethylation/cyclization of internal alkynes with Umemoto's reagent leads to 3-trifluoromethyl-1,2-dihydronaphthalene derivatives in moderate to good yields. The utility of this copper-catalyzed tandem reaction was demonstrated by oxidizing and reducing the trifluoromethylated product to give naphthalene and tetrahydronaphthalene, respectively, and the development of a short route to a trifluoromethylated analogue of Nafoxidine.

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