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Chemistry (Weinheim an der Bergstrasse, Germany)

Ni-Catalyzed Synthesis of Fluoroarenes via [2+2+2] Cycloaddition Involving α-Fluorine Elimination.


PMID 26263503

Abstract

A method for direct synthesis of tetrasubstituted fluoroarenes via nickel-catalyzed [2+2+2] cycloaddition is presented. The reaction combines one molecule of 1,1-difluoroethylene with two molecules of alkynes and involves sequential cleavage of the C-F and C-H bonds in difluoroethylene. The catalytic cycle is established by reduction of the intermediary Ni(II) fluoride with a triethylborane-based borate.