Palladium-Catalyzed Decarbonylative Cyanation of Carboxylic Acids with TMSCN
Tianhao Xu, Wenhui Li, Kang Zhang, Yuhui Han, Long Liu, Tianzeng Huang, Chunya Li, Zhi Tang, Tieqiao Chen
Abstract
The direct decarbonylative cyanation of benzoic acids with TMSCN was achieved through palladium catalysis. By this strategy, a wide range of nitriles including those with functional groups was synthesized in good to high yields. Moreover, this reaction applied to modifying bioactive molecules such as adapalene, probenecid, telmisartan, and 3-methylflavone-8-carboxylic acid. These results demonstrate that this new reaction has potential synthetic value in organic synthesis.
Topics & Concepts
ChemistryCyanationPalladiumCatalysisCombinatorial chemistryCarboxylic acidOrganic chemistryBenzoic acidCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOxidative Organic Chemistry Reactions