Organic Letters
Organic Letters
5 years ago

Decarbonylative Cyanation of Amides by Palladium Catalysis

Decarbonylative Cyanation of Amides by Palladium Catalysis
Michal Szostak, Shicheng Shi
Transition-metal-catalyzed cyanation of aryl halides is a process of significant importance in the preparation pharmaceuticals, organic materials and agrochemicals. Here, we demonstrate a palladium-catalyzed decarbonylative cyanation of amides by highly selective carbon–nitrogen bond cleavage for the synthesis of a wide range of aryl nitriles. The utility of this technology is demonstrated by the synthesis of isotopically labeled aryl nitriles and orthogonal cross-coupling reactions of bench-stable amides to establish cross-coupling synthons with opposite polarity.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01199

DOI: 10.1021/acs.orglett.7b01199

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