Current Organic Synthesis

Author(s): Jean Le Bras and Jacques Muzart

DOI: 10.2174/157017911795529155

From Metal-Catalyzed Reactions with Hydrosoluble Ligands to Reactions in and on Water

Page: [330 - 344] Pages: 15

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Abstract

This review surveys a range of reactions in aqueous media mainly performed from the authors team, some of the results being only disclosed in PhD thesis. Hydrophilic ligands, [(HOCH2CH2NHCOCH2)2NCH2]2 or L-proline, have been used to carry out Cucatalyzed allylic benzoyloxylations and Pd-catalyzed allylic alkylations, isomerizations, telomerizations or cascade reactions. The determinant role of water has been exemplified with metal-free Tsuji-Trost type reactions. Pd nanoparticles have catalyzed in water the chemoselective hydrogenation of C=C bonds and the hydrogenolysis of epoxides. The last topic concerns efficient metal-free iodoheterocyclizations in water.

Keywords: Alkoxylation, Catalysis, Copper, Hydrogenation, Hydrogenolysis, Iodoheterocyclization, Isomerization, Oxidation, Palladium, Recycling, Water, synthesis, organic