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Transition-metal-free radical fluoroalkylation of isocyanides for the synthesis of tri-/di-/monofluoromethylated phenanthridines

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Abstract

A mild and transition-metal-free protocol is herein presented for the preparation of 6-fluoroalkylphenanthridines and this reaction can be readily scaled up to the gram level. The easy-handling sodium tri-, di-, and monofluoromethanesulfinates are used as efficient radical fluoroalkylation reagents under ambient conditions. In the presence of the organic photoredox catalyst N-methyl-9-mesityl acridinium, a range of desired products were afforded in satisfactory yields upon visible-light irradiation.

Graphical abstract: Transition-metal-free radical fluoroalkylation of isocyanides for the synthesis of tri-/di-/monofluoromethylated phenanthridines

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Publication details

The article was received on 14 Jun 2017, accepted on 14 Jul 2017 and first published on 17 Jul 2017


Article type: Research Article
DOI: 10.1039/C7QO00473G
Citation: Org. Chem. Front., 2017, Advance Article
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    Transition-metal-free radical fluoroalkylation of isocyanides for the synthesis of tri-/di-/monofluoromethylated phenanthridines

    J. Fang, W. Shen, G. Ao and F. Liu, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00473G

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