Cu催化碳碳偶联反应.pptVIP

Cu-catalyzed c-c bond coupling reaction Coupling reaction Classification ：Homocoupling reaction，Cross-coupling reaction Catalysts in common use：Na, Pd, Cu, Ni, etc. The advantage of Cu-catalyst Copper is cheaper than other catalysts such as Pd Pt Ni and so on The conditions of the Cu-catalyst reaction is mild and easy to get Cu-catalysts are more environmentally friendly Cu-catalyzed coupling reaction Glaser reaction Ullmann reaction Cadiot-Chodkiewicz reaction Castro-Stephens reaction Sonogashira reaction Other reactions 一、 Glaser reaction Tags: 1869, CuCl, sp-sp, aryne 二、 Ullmann reaction Tags :1903, Cu(0), sp2, aromatic halides 三、Cadiot-Chodkiewicz reaction Tags: 1957, CuBr, Base, sp-sp, alkyne, Mechanism 四、 Castro-Stephens reaction Tags: 1963, Cuprous acetylide, aromatic halides, sp-sp2, 五、 Sonogashira reaction Tags:1973, halogenated ethene and arene, terminal alkynes, Pd, CuCl, sp-sp2 六、Other reactions 1、sp-sp3 2、sp2-sp3 3、sp3-sp3 4、sp2+CO2 Reference 唐金玉，江焕峰等，Glaser 偶联反应研究进展[J]，有机化学，2005，,2(12)，1503-1507 潘元佳，铜催化的Ullmann反应研究进展评介[J]，化工之友，2007,12, 44-45 Li, Z.P. MacLeod, P.D. Li, C.J. Studies on Cu-catalyzed asymmetric alkynylation of tetrahydroisoquinoline derivatives [J], Tetrahedron: Asymmetry 17(2006)590–597 Ohmiya, H. Yokokawa, N, Copper-Catalyzed γ-Selective and Stereospeci?c Allyl Aryl Coupling between (Z)-Acyclic and Cyclic Allylic Phosphates and Arylboronates [J], Org.Lett., 2010,12(10),2438-2440 Borduas, N. Powell, D.A. Copper-Catalyzed Oxidative Coupling of Benzylic C-H Bonds with1,3-Dicarbonyl Compounds [J], J. Org. Chem. 2008,19(73), 7821-7824 Blckvall, J.E. Persson, E.S.M Regiocontrol in Copper-Catalyzed Cross Coupling of Allylic Chlorides with Aryl Grignard Reagents [J], J. Org. Chem. 1994,59, 4126-4130 Huang ,H. Jiang, H.L. Efficient Iron/Copper Cocatalyzed Alkynylation of ArylIodides with Terminal Alkynes, [J]. J.Org.Chem. 2008, 73,9061–9064 Li, Z.P. Li, C.J. CuBr - Catalyzed Efficie