Cu催化碳碳偶联反应

1、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 reacti

2、on 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,Hay coupling reaction：

3、Change the base NH4OH into TMEDA，so can enhance the dissolvability in organic solvents，and increase the kinds of solvents. Eglinton coupling reaction：Use Cu (II) instead of Cu (I) , such as Cupric acetate, and replace the base with pyridine or other organic amines,二、 Ullmann reaction,Tags :1903, Cu(

4、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,J. Org. Che

5、m. 2008, 73,90619064 9061,六、Other reactions,1、sp-sp3,Z. Lietal. /Tetrahedron: Asymmetry 17(2006)590597,2、sp2-sp3,J. Org. Chem. 1994,59, 4126-4130,Org. Lett. , Vol.12,No.10, 2010,3、sp3-sp3,J. Org. Chem. 2008, 73,78227825,4、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

6、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)590597 Ohmiya, H. Yokokawa, N, Copper-Catalyzed -Selective and Stereospecic Allyl Aryl Coupling between (Z)-Ac

7、yclic 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-Catal

8、yzed 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, 73,90619064 Li, Z.P. Li, C.J. CuBr - Catalyzed Efficient Alkynylation of sp3 C-H Bonds Adjacent to a Nitrogen Atom, J. J.AM.CHEM.SOC.2004, 126,11810-11811 Zhang, Y.M. Fu, H. Copper-Catalyzed Amidation of sp3 CH Bonds Adjacent to a Nitrogen Atom J. Org.Lett., 2007, 9(19), 3814-3817 Dang, L. Lin, Z.Y. DFT Studies