Issue 19, 2020

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
30 Jun 2020
Accepted
18 Aug 2020
First published
19 Aug 2020

Org. Chem. Front., 2020,7, 2950-2954

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

C. Yu, X. Ma and Q. Song, Org. Chem. Front., 2020, 7, 2950 DOI: 10.1039/D0QO00775G

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