低温Suzuki反应合成联苯及三联苯化合物  被引量:4

Preparation of Biaryls and Terphenyls by the Suzuki Reaction at Low Temperature

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作  者:李新民 冯芳芳 胡庆红[1] 吴庆[1] 袁泽利[1] Li Xinmin;Feng Fangfang;Hu Qinghong;Wu Qing;Yuan Zeli(College of Pharmacy,Zunyi Medical University,Zunyi 56300)

机构地区:[1]遵义医学院药学院,遵义563000

出  处:《化学通报》2018年第9期840-846,共7页Chemistry

基  金:国家自然科学基金项目(81660575;81360471);贵州省科技厅基础研究项目([2018]1187)资助

摘  要:发展了一个低温下无配体钯催化溴代芳烃与芳基硼酸的Suzuki反应体系。该体系以醋酸钯为催化剂,无水碳酸钾为碱,乙醇水溶液为溶剂,无需加入任何配体,在0oC下即可高效催化溴代芳烃与芳基硼酸的Suzuki反应;反应的底物容忍性好,产品分离收率最高达97%。以溴代芳基N-甲基亚氨基二乙酸硼酸酯为砌块分子,通过调控反应温度,实现了砌块分子选择性Suzuki反应,从而一锅合成了不对称三联苯化合物,产品收率最高为81%。In this paper,we have developed a palladium-catalyzed ligand-free Suzuki reaction system of aryl bromides and arylboronic acids at low temperature. Using Pd(OAc)2 as catalyst,K2CO3 as base and aqueous ethanol as solvent,various aryl bromides could couple with arylboronic acids efficiently with the highest product yield up to 97%. Using bromo-phenyl N-methyliminodiacetic acid boronate as building bl℃k, the chemoselective Suzuki reactions were pr℃eeded smoothly by controlling reaction temperature,and a series of terphenyls were prepared by one-pot double Suzuki reaction which provided the highest terphenyl yield up to 81%.

关 键 词:SUZUKI反应 无配体 低温反应 联苯化合物 三联苯 

分 类 号:O625.1[理学—有机化学]

 

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