催化学报 ›› 2011, Vol. 32 ›› Issue (8): 1376-1379.DOI: 10.3724/SP.J.1088.2011.10311

• 研究论文 • 上一篇    下一篇

碘化亚铜/亚磷酸三乙酯催化碘代芳烃和末端炔烃的偶联反应

何亭, 葛轶岑, 武垒垒, 付海燕, 陈华*, 李贤均   

  1. 四川大学化学学院有机金属络合催化研究所, 教育部绿色化学与技术重点实验室, 四川成都 610064
  • 收稿日期:2011-03-07 修回日期:2011-04-18 出版日期:2011-08-05 发布日期:2014-12-26

CuI/P(OCH2CH3)3 Catalyzed Cross-Coupling Reaction of Aryl Iodides with Alkynes

HE Ting, GE Yicen, WU Leilei, FU Haiyan, CHEN Hua*, LI Xianjun   

  1. Institute of Homogeneous Catalysis, Faculty of Chemistry, Key Laboratory of Green Chemistry and Technology of Ministry of Education, Sichuan University, Chengdu 610064, Sichuan, China
  • Received:2011-03-07 Revised:2011-04-18 Online:2011-08-05 Published:2014-12-26

摘要: 以廉价的亚磷酸三乙酯为配体, 首次用于 Cu 催化的碘代芳烃和末端炔烃的偶联反应, 考察了不同 Cu 盐、金属纯度、碱和催化剂用量等条件对反应性能的影响. 结果表明, 当以高纯度的 CuI (99.999%) 为铜源, 催化剂用量为 5 mol% 时, 在 KOH 作用下, 该催化体系成功催化了一系列碘代芳烃和末端炔烃的反应, 表现出良好的催化活性, 此外, 该催化体系还可用于 2-苯基苯并呋喃的合成, 为该类化合物的合成提供了一条较为经济的途径.

关键词: 碘化亚铜, 亚磷酸三乙酯, 碘代芳烃, 末端炔烃, 偶联反应

Abstract: The commercially available ligand P(OCH2CH3)3 was first used in the copper catalyzed cross-coupling reaction of aryl iodides with alkynes. The influences of different copper salts, metal purity, bases, and catalyst dosages were investigated. The results indicate that the coupling of a broad range of aryl iodides with alkynes can be catalyzed by the system of 5 mol% CuI/ P(OCH2CH3)3 efficiently. In addition, this catalyst also exhibits good activity in the synthesis of 2-phenyl-benzofuran in one pot, which provides an economical way for the synthesis of similar compounds.

Key words: cuprous iodide, triethyl phosphite, aryl iodide, alkyne, cross-coupling reaction