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Palladium on charcoal-catalyzed ligand-free Stille coupling
Authors:Yuki Yabe  Yasunari Monguchi
Institution:a Laboratory of Organic Chemistry, Department of Organic and Medicinal Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan
b Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan
Abstract:An efficient ligand-free Stille coupling reaction catalyzed by palladium on charcoal was developed. Tetraphenyltin was reacted with a variety of aryl halides including aryl chlorides using LiCl as an additive. The reactions of tributyl organotin compounds with aryl iodides were effectively expedited by the addition of LiF. These reactions efficiently proceeded without a phosphine or arsenic ligand and no leached palladium was detected in the reaction mixture.
Keywords:Stille coupling  Heterogeneous catalysis  Ligand-free  Atmospheric condition  Palladium
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