以芴为原料,通过卤代、Sonogashira偶联、钯催化交叉偶联反应等合成了目标化合物7-乙炔基-2-芴基膦酸二乙酯。采用核磁共振谱(1H、13C、31P NMR)、傅里叶变换红外光谱(FT-IR)、液质联用飞行时间质谱(LC-MS TOF)等对目标化合物进行结构表征,表征数据与化合物结构相符。本文采用一步法直接合成膦酸酯,与传统的两步法相比,操作步骤更加简化,反应条件温和,避免使用五氯化磷、二氧化硫等毒性原料,钯催化交叉偶联反应产率高达91%。
T his paper described the synthesis of the title compound diethyl 7-ethynyl-2-fluorenylphosphonate using fluorene as starting material by halogenation , Sonogashira coupling , palladium-catalyzed cross-coupling reactions .The structure of the title compound was characterized and confirmed by NMR (1H ,13C and 31P) ,FT-IR ,LC-MS TOF spectra .Compared with traditional two steps method , this method has advantages of one-step synthesis of aryl phosphonate , simplification of operation process , avoiding using poisonous PCl5 and SO2 , moderate reaction condition ,and the yield of Pd-catalyzed cross-coupling reaction as high as 91% .