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Published on: October 10, 2018
Electrochemical Difluoromethylarylation of Alkynes
Peng Xiong1, He-Huan Xu1, Jinshuai Song2
1State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, Innovation Center of Chemistry for Energy Materials and College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, People's Republic of China.
Abstract:
An unprecedented radical difluoromethylarylation reaction of alkynes has been developed by discovering a new difluoromethylation reagent, CF2HSO2NHNHBoc. This air-stable and solid reagent can be prepared in one step from commercially available reagents CF2HSO2Cl and NH2NHBoc. The CF2H radical, generated through ferrocene-mediated electrochemical oxidation, participates in an unexplored alkyne addition reaction followed by a challenging 7-membered ring-forming homolytic aromatic substitution step to afford fluorinated dibenzazepines.
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