Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 35, Pages 10965-10969Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b07436
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Funding
- National Basic Research Program of China (973) [2015CB856600]
- National Nature Science Foundation of China [21532009, 21472217, 21790330, 21761142010]
- Science and Technology Commission of Shanghai Municipality [17XD1404500, 17ZD1205402, 17JC1401200]
- strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Key Research Program of Frontier Science of the Chinese Academy of Sciences [QYZDJSSW-SLH055]
- CAS Interdisciplinary Innovation Team
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A novel enantioselective copper-catalyzed trifluoromethylalkynylation of styrenes, proceeding through a radical relay process, is described herein, which affords structurally diverse CF3-containing propargylic compounds in good yield with excellent enantioselectivities under very mild conditions. In addition, the reaction features wide substrate scope and good functional group tolerance. Moreover, the trifluoromethylalkynylated products can be easily converted into synthetically useful chiral terminal alkynes, allenes, Z-alkenes, as well as CF3-modified nonsteroidal anti-inflammatory drugs.
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