钯催化交叉偶联法合成7-乙炔基-2-芴基膦酸二乙酯  

Synthesis of diethyl 7-ethynyl-2-fluorenylphosphonate via Pd-catalyzed cross-coupling method

作　　者：周舟[1,2] 姚骏[1,2] 毕峰[1,2] 彭亮[1,2] 潘晨晨[1,2] 柳利[1,2] 李法宝[1,2] 

机构地区：[1]有机化工新材料湖北省协同创新中心(湖北大学) [2]有机功能分子合成与应用教育部重点实验室(湖北大学),湖北武汉430062

出　　处：《湖北大学学报（自然科学版）》2014年第5期439-442,446,共5页Journal of Hubei University：Natural Science

基　　金：国家自然科学基金(21071049);湖北省自然科学基金(2013CFA087)资助

摘　　要：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(1 H、13 C、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% .

关 键 词：芴 炔 亚膦酸二乙酯 钯催化交叉偶联 合成 

分 类 号：TQ26[化学工程—有机化工]