化学
Glucal
钯
催化作用
组合化学
有机化学
作者
Milene M. Hornink,Giuseppe E. Figlino,M. Amaral,Daniel C. Pimenta,Hélio A. Stefani
标识
DOI:10.1021/acs.orglett.4c03337
摘要
Cascade reactions are important synthetic tools for the synthesis of heterocyclic molecules, particularly those catalyzed by palladium. Herein, we report a palladium-catalyzed aminocarbonylative cyclization of new 1-alkynyl-2-iodo-d-glucals, which undergo a tandem carbonylative cyclization in the presence of various amine nucleophiles. A broad range of aromatic and aliphatic amines were applied as coupling partners, resulting in the selective and high-yield synthesis of glycosides fused to pyridinones. A plausible mechanism is proposed, proceeding via a tandem palladium aminocarbonylation followed by a palladium-catalyzed
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