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Copper-free Sonogashira coupling in amine-water solvent mixtures, Anna Komáromi, Gergely L. Tolnai, Zoltán Novák, Tetrahedron Lett. 2008, 49, 7294-7298. DOI: 10.1016/j.tetlet.2008.10.037 |

Extensive study of different amine–water solvent mixtures was carried out for copper free Sonogashira coupling of aryl iodides. The influence of the palladium sources, ligands, amine–water ratio and further additives was also evaluated. Application of sec-butylamine–water mixture proved to be an excellent medium for rapid and efficient coupling of aryl-iodides at ambient temperature in the presence of PdCl2(PPh3)2 as catalyst.

zng pub 19

Efficient Copper-free Sonogashira Coupling of Aryl Chlorides with Palladium on Charcoal, Anna Komáromi, Zoltán Novák, Chem. Commun. 2008, 4968-4970. DOI: 10.1039/b810928a | [Supp. Info Link]

Palladium on charcoal serves as an efficient and reusable solid supported catalyst for the Sonogashira coupling of aryl chlorides with terminal acetylenes in the presence of a bulky, electron-rich biphenyl type ligand (XPhos), without copper co-catalyst.

zng pub 18