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

Fujita, Takeshi  ,  Watabe, Yota  ,  Ichitsuka, Tomohiro  ,  Ichikawa, Junji

21 ( 38 )  , pp.13225 - 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.

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