Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes

A scalable cyanation of gem-difluoroalkenes to (hetero)arylacetonitrile derivatives was developed. This strategy features mild reaction conditions, excellent yields, wide substrate scope, and broad functional group tolerance. Significantly, in this reaction, aqueous ammonia offers a N source for the CN reagent and entirely avoids the use of toxic cyanating reagents or metal catalysis. Hence, we provide a green and alternative method for the synthesis of arylacetonitriles.

Automated summary

A scalable cyanation method for the synthesis of (hetero)arylacetonitrile derivatives from gem-difluoroalkenes has been developed. This method offers mild reaction conditions, excellent yields, a wide range of applicable substrates, and tolerance to various functional groups. Notably, the use of aqueous ammonia as a nitrogen source eliminates the need for toxic cyanating reagents or metal catalysts, providing a green and alternative approach for the synthesis of arylacetonitriles.