||Ni-Catalyzed Synthesis of Fluoroarenes via [2+2+2] Cycloaddition Involving α-Fluorine Elimination
Fujita, Takeshi ,
Watabe, Yota ,
Ichitsuka, TomohiroIchikawa, Junji
Chemistry : a European journal
13228 , 2015-09 , WILEY-VCH
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[BOND]F and C[BOND]H bonds in difluoroethylene. The catalytic cycle is established by reduction of the intermediary NiII fluoride with a triethylborane-based borate.