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Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C–N bond cleavage
- Cui, Ming, Wu, Hongxiang, Jian, Junsheng, Wang, Hui, Liu, Chao, Daniel, Stelck, Zeng, Zhuo
- Chemical communications 2016 v.52 no.81 pp. 12076-12079
- amides, catalysts, catalytic activity, chemical bonding, chemical reactions, cleavage (chemistry), palladium
- The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C–N bond. Notably, the new approach employs N-acylsaccharins as coupling partners to give ynones in good to excellent yield. This protocol can be efficiently utilized in the synthesis of a broad array of ynones under low catalyst loading and Cu-free conditions.