Site-selective cross-coupling of dihalogenated acetophenones and dihalogenated benzophenones with aryl titanium reagents under catalyst control

摘要

Abstract A method for the selective formation of C2 coupling products via palladium-catalyzed cross-coupling of aryl titanium reagents and dihalogenated benzophenone or dihalogenated acetophenone scaffolds is described. The method uses Pd(dba)2 as catalyst and 2-diisopropylphosphino-2′-dimethylaminobiphenyl as ligand in THF/NMP (3:1) (4.0?cm3) for 10?h at 0?°C. The system can tolerate various functional groups such as aldehydes, esters, etc. In the process of optimizing the coupling method, we also synthesized two new ligands and produced five new monosubstituted aromatic ketones, which appear for the first time in this paper.Graphical abstract