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. 2017 Jun 16;19(12):3095-3098.
doi: 10.1021/acs.orglett.7b01199. Epub 2017 Jun 1.

Decarbonylative Cyanation of Amides by Palladium Catalysis

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Decarbonylative Cyanation of Amides by Palladium Catalysis

Shicheng Shi et al. Org Lett. .

Abstract

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.

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