Issue 11, 2014

Copper-catalyzed tandem trifluoromethylation/cyclization of internal alkynes

Abstract

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.

Graphical abstract: Copper-catalyzed tandem trifluoromethylation/cyclization of internal alkynes

Supplementary files

Article information

Article type
Research Article
Submitted
04 Sep 2014
Accepted
03 Nov 2014
First published
04 Nov 2014

Org. Chem. Front., 2014,1, 1280-1284

Copper-catalyzed tandem trifluoromethylation/cyclization of internal alkynes

Y. Ji, J. Lin, J. Xiao and Y. Gu, Org. Chem. Front., 2014, 1, 1280 DOI: 10.1039/C4QO00240G

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