4.8 Article

Palladium-catalyzed, copper(I)-mediated coupling of boronic acids and benzylthiocyanate. A cyanide-free cyanation of boronic acids

Journal

ORGANIC LETTERS
Volume 8, Issue 19, Pages 4331-4333

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol061741t

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Funding

  1. NIGMS NIH HHS [GM066153, R01 GM066153-19A1, R01 GM066153] Funding Source: Medline

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A new method for the synthesis of nitriles is described. As a complement to the classic cyanation of aryl halides using cyanide sources and a transition metal catalyst, the palladium-catalyzed cross-coupling of thiocyanates with boronic acids in the presence of copper(I) thiophene-2-carboxylate (CuTC) affords nitriles in good to excellent yields.

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