4.7 Article

Copper-catalyzed regio- and stereoselective fluorocarboalkynylation of alkynes

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ORGANIC CHEMISTRY FRONTIERS
卷 8, 期 24, 页码 6857-6862

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01201k

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  1. Natural Science Foundation of Jiangsu Province [BK20200765]
  2. National Natural Science Foundation of China [21901111, 22102072]

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In this study, a direct copper-catalyzed fluorocarboalkynylation of readily available alkynes was achieved with good yields and operational simplicity. Mechanistic experiments and DFT calculations indicated the involvement of a radical-mediated process in the catalytic cycle.
It is attractive to establish an efficient and practical platform affording functional compounds using readily available feedstocks as starting materials under mild conditions. We describe a direct copper-catalyzed fluorocarboalkynylation of the readily available alkynes with excellent regio- and stereoselectivity. A wide range of conjugated trifluoromethyl 1,3-enynes were obtained in good yields by this operationally simple strategy. The mechanistic experiments and DFT calculation revealed that a radical-mediated process was involved in the catalytic cycle.

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