Palladium-catalyzed cyanation of aryl halides with in situ generated CN? from ClCF2H and NaNH2?

Organic Chemistry Frontiers Pub Date: 2020-08-19 DOI: 10.1039/D0QO00775G

Abstract

An efficient Pd-catalyzed cyanation of aryl halides with in situ generated CN? anions is described. The CN? source stems from the quadruple cleavage of chlorodifluoromethane (ClCF2H) with sodium amide (NaNH2). This transformation features no requirement of a toxic CN source and avoids the problem of HCN generation associated with traditional methods. A series of aryl nitriles are obtained from aryl halides in good yields under mild reaction conditions.

Graphical abstract: Palladium-catalyzed cyanation of aryl halides with in situ generated CN? from ClCF2H and NaNH2
Recommended Literature