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.

摘要

通过无配体非均相 Pd/C 催化的二次 Suzuki-Miyaura 偶联反应有效合成了一系列新的对三联苯衍生物。选择 5-溴-2-碘苯甲酸甲酯与多种不同的芳基硼酸 ( 2a-i ) 反应。制备了九种新的对三联苯衍生物 ( 3a – i )，并通过多种分析技术确认了其结构，包括红外、光谱、¹ H 和¹³ C NMR 光谱、质谱，对于化合物3 b，通过X射线衍射法。新衍生物的收率非常好（78-91%）。设想这种简便的合成路线可改进基于对三联苯的天然产物的制备。