Sandmeyer cyanation of arenediazonium tetrafluoroborate using acetonitrile as a cyanide source?

Organic Chemistry Frontiers Pub Date: 2015-01-14 DOI: 10.1039/C4QO00301B

Abstract

Palladium-catalyzed cyanation of aryldiazonium tetrafluoroborate using acetonitrile as a non-metallic cyanide source was achieved in the presence of Ag2O under ambient air, eliminating the involvement of highly toxic CuCN used in the traditional Sandmeyer reaction, in which the CN group comes from metallic cyanides. The substrate scope and limitation of this protocol were investigated.

Graphical abstract: Sandmeyer cyanation of arenediazonium tetrafluoroborate using acetonitrile as a cyanide source
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