An efficient protocol for copper-free palladium-catalyzed Sonogashira cross-coupling in aqueous media at low temperatures

A.N. Marziale, J. Schlüter, J. Eppinger
Tetrahedron Letters, 52, pp. 6355-6358, (2011)

An efficient protocol for copper-free palladium-catalyzed Sonogashira cross-coupling in aqueous media at low temperatures

Keywords

Cross-coupling,  Palladacycle,  Sonogashira,  Sustainability

Abstract

​A thorough study on copper-free Sonogashira cross-couplings in water was carried out using the palladacycle, [{Pd(μ-Cl){κ2-P,C-P(iPr)2(OC6H3-2-Ph)}}2] as pre-catalyst with different bases and palladium concentrations. The highly active pre-catalyst imparts good to near quantitative yields using a concentration of 0.25 mol % at 40 °C. This broadly applicable protocol exhibits high tolerance of functional groups and substitution patterns.

Code

DOI:  10.1016/j.tetlet.2011.09.031

Sources

Website PDF

See all publications 2011