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Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation

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Abstract

(NH4)2S2O8-mediated decarboxylative trifluoroalkylation of alkenes with 3,3,3-trifluoro-2,2-dimethylpropanoic acid under metal-free conditions has been described. This approach provides a new pathway to directly synthesize a series of CMe2CF3-containing chroman-4-ones from simple chemical feedstocks. Particularly, the utility of the method was demonstrated by its application in the synthesis of CMe2CF3-derived TRPV1 precursors.

Graphical abstract: Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation

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Article information


Submitted
20 Oct 2019
Accepted
09 Dec 2019
First published
12 Dec 2019

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation

M. Liu, W. Liu, H. Wu, Y. Zhou, Q. Ding and Y. Peng, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01283D

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