4.8 Article

Decarbonylative Cyanation of Amides by Palladium Catalysis

Journal

ORGANIC LETTERS
Volume 19, Issue 12, Pages 3095-3098

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01199

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Funding

  1. Rutgers University
  2. NSF-MRI grant [CHE-1229030]

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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 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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