1. Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes.
- Author
-
Lu Z, Hennis O, Gentry J, Xu B, and Hammond GB
- Subjects
- Free Radicals chemical synthesis, Free Radicals chemistry, Hydrocarbons, Fluorinated chemistry, Imides chemistry, Molecular Structure, Alkenes chemistry, Hydrocarbons, Fluorinated chemical synthesis, Imides chemical synthesis
- Abstract
The base-induced reaction of aryl diazonium salts with commercially available CF
3 SO2 Na/CF2 HSO2 Na allows for the generation of the corresponding diazene radicals along with fluoromethyl radicals. The addition of fluoromethyl radicals to alkenes with subsequent diazene trapping provides the azofluoromethylation products in good to excellent yields. This metal-free method under mild reaction conditions has broad functional group compatibility and is applicable in the late-stage modification of various natural products and bioactive molecules.- Published
- 2020
- Full Text
- View/download PDF