Cu-Mediated 2,2,2-trifluoroethylation of terminal alkynes using 1,1-dichloro-2,2,2-trifluoroethane (HCFC-123)
Literature Information
Publication Date
2015-08-14
DOI
10.1039/C5QO00210A
Impact Factor
5.281
Authors
En-Jian Han, Yan Sun, Qian Shen, Qing-Yun Chen, Yong Guo, Yan-Gen Huang
View Original
Abstract
The title reaction provides a novel utilization of ozone-depleting/global-warming HCFCs as a new carbon–carbon cross-coupling model of various terminal alkynes by activating two inert C–Cl bonds successively. This protocol provided trifluoroethylated alkynes efficiently under mild reaction conditions and was compatible with a broad range of functional groups. An example of the synthesis of a terbinafine analogue is shown. Some mechanistic experiments including deuterated reagents and radical/SET inhibitors are described.
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Organic Chemistry Frontiers
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