Copper-catalyzed trifluoromethylthiolation-peroxidation of alkenes and allenes

Trifluoromethylthiolation-peroxidation of alkenes using AgSCF3 and tert-butyl hydroperoxide has been developed in the presence of a copper catalyst. The method exhibits a broad alkene scope with excellent regio- and chemo-selectivities, providing a variety of β-trifluoromethylthio peroxides from rea...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2020-07, Vol.7 (14), p.1837-1844
Main Authors: Chen, Yuanjin, Ma, Yangyang, Li, Liangkui, Cui, Mingshuo, Li, Zhiping
Format: Article
Language:English
Subjects:
Alkenes
Butyl hydroperoxide
Catalysts
Copper
NMR
Nuclear magnetic resonance
Organic chemistry
Peroxidation
Peroxides
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Summary:Trifluoromethylthiolation-peroxidation of alkenes using AgSCF3 and tert-butyl hydroperoxide has been developed in the presence of a copper catalyst. The method exhibits a broad alkene scope with excellent regio- and chemo-selectivities, providing a variety of β-trifluoromethylthio peroxides from readily available materials. In addition, allenes can be applied to deliver the trifluoromethylthiolation-peroxidation products containing a vinyl-SCF3 moiety.
ISSN:2052-4110
2052-4110
DOI:10.1039/d0qo00533a