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LDA-mediated synthesis of ortho-cyanated diarylmethanes by reaction of fluoroarene with arylacetonitrile at room temperature†
Fang Liang,Xinfei Ji,Juan Zhang,Song Cao
Organic Chemistry Frontiers Pub Date : 08/26/2016 00:00:00 , DOI:10.1039/C6QO00363J
Abstract

An efficient and facile method for the synthesis of ortho-cyanated diarylmethane by reaction of fluoroarene with arylacetonitrile in the presence of LDA (lithium diisopropylamide) at room temperature was developed. The reaction of arylacetonitrile with electron-rich fluoroarene involves the formation of an aryne intermediate.

Graphical abstract: LDA-mediated synthesis of ortho-cyanated diarylmethanes by reaction of fluoroarene with arylacetonitrile at room temperature
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