4.7 Article

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

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 4, Issue 10, Pages 2049-2053

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo00473g

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Funding

  1. National Natural Science Foundation of China [21302134]

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A mild and transition-metal-free protocol is herein presented for the preparation of 6-fluoroalkylphenan-thridines 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.

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