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Heterogeneous Pd/C-catalyzed, ligand free Suzuki–Miyaura coupling reaction furnishes new p-terphenyl derivatives

Abstract A series of new para-terphenyls derivatives have been efficiently synthesized by a ligand-free heterogeneous Pd/C-catalyzed two-fold Suzuki–Miyaura coupling reaction. Methyl 5-bromo-2-iodobenzoate was selected to react with a variety of different aryl boronic acids (2a-i). Nine new p-terphenyl derivatives (3a–i) were prepared and the structures were confirmed by several analytical techniques including infrared, spectroscopy, 1H and 13C NMR spectroscopy, mass spectrometry, and in the case of compound 3 b, by X-ray diffraction method. The new derivatives were obtained in very good yields (78–91%). This synthetic facile route is envisioned to improve the preparation of p-terphenyl-based natural products.