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Catalyst-free and selective trifluoromethylative cyclization of acryloanilides using PhICF3Cl

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Abstract

Trifluoromethylation-triggered cyclization of alkenes provides a useful route to CF3-containing cyclic compounds. Current approaches to generate CF3-based initiators from a CF3 source require a catalyst or an activator. This work describes a catalyst-free protocol to innately produce electrophilic CF3 species from PhICF3Cl for trifluoromethylative cyclization of acryloanilides. A new domino biscyclization of dienes has been developed leading to trifluoroethylated tetrahydroindenoquinolinones with chemo- and stereo-selectivity.

Graphical abstract: Catalyst-free and selective trifluoromethylative cyclization of acryloanilides using PhICF3Cl

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Publication details

The article was received on 13 Mar 2019, accepted on 08 Apr 2019 and first published on 09 Apr 2019


Article type: Paper
DOI: 10.1039/C9OB00601J
Citation: Org. Biomol. Chem., 2019, Advance Article

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    Catalyst-free and selective trifluoromethylative cyclization of acryloanilides using PhICF3Cl

    J. Guo, C. Xu, L. Wang, W. Huang and M. Wang, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB00601J

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