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

Literature Information

Publication Date 2017-07-17
DOI 10.1039/C7QO00473G
Impact Factor 5.281
Authors

Jing Fang, Wei-Guo Shen, Gui-Zhen Ao


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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.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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