Constructing Multiply Substituted Arenes Using Sequential Palladium(II)‐Catalyzed C ? H Olefination

作者: Keary M. Engle , Dong-Hui Wang , Jin-Quan Yu

DOI: 10.1002/ANIE.201002077

关键词:

摘要: Complementary catalytic systems have been developed in which the reactivity/selectivity balance Pd(II)-catalyzed ortho-C–H olefination can be modulated through ligand control. This allows for sequential C–H functionalization rapid preparation of 1,2,3-trisubstituted arenes. Additionally, a rare example iterative activation, newly installed functional group directs subsequent activation has demonstrated.

参考文章(74)
Elena Capito, John M. Brown, Alfredo Ricci, Directed palladation: fine tuning permits the catalytic 2-alkenylation of indoles Chemical Communications. ,vol. 2005, pp. 1854- 1856 ,(2005) , 10.1039/B417035K
Xiao Chen, Keary M. Engle, Dong-Hui Wang, Jin-Quan Yu, Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality. Angewandte Chemie. ,vol. 48, pp. 5094- 5115 ,(2009) , 10.1002/ANIE.200806273
Neil P. Grimster, Carolyn Gauntlett, Christopher R. A. Godfrey, Matthew J. Gaunt, Palladium-Catalyzed Intermolecular Alkenylation of Indoles by Solvent-Controlled Regioselective CH Functionalization Angewandte Chemie International Edition. ,vol. 44, pp. 3125- 3129 ,(2005) , 10.1002/ANIE.200500468
Jiao-Jie Li, Tian-Sheng Mei, Jin-Quan Yu, Synthesis of Indolines and Tetrahydroisoquinolines from Arylethylamines by PdII-Catalyzed CH Activation Reactions† Angewandte Chemie. ,vol. 47, pp. 6452- 6455 ,(2008) , 10.1002/ANIE.200802187
Marta Catellani, Franco Frignani, Armando Rangoni, Regioselektive Synthese o,o′‐disubstituierter Vinylarene über einen komplexen Katalysecyclus Angewandte Chemie. ,vol. 109, pp. 142- 145 ,(1997) , 10.1002/ANGE.19971090146
Kersten M. Gericke, David I. Chai, Nikolas Bieler, Mark Lautens, The norbornene shuttle: multicomponent domino synthesis of tetrasubstituted helical alkenes through multiple C--H functionalization. Angewandte Chemie. ,vol. 48, pp. 1447- 1451 ,(2009) , 10.1002/ANIE.200805512
Avery T. Luedtke, Karen I. Goldberg, Intermolecular Hydroarylation of Unactivated Olefins Catalyzed by Homogeneous Platinum Complexes Angewandte Chemie. ,vol. 47, pp. 7694- 7696 ,(2008) , 10.1002/ANIE.200800524
Elizabeth M. Beck, Richard Hatley, Matthew J. Gaunt, Synthesis of rhazinicine by a metal-catalyzed C-H bond functionalization strategy. Angewandte Chemie. ,vol. 47, pp. 3004- 3007 ,(2008) , 10.1002/ANIE.200705005
Bing-Feng Shi, Nathan Maugel, Yang-Hui Zhang, Jin-Quan Yu, PdII-Catalyzed Enantioselective Activation of C(sp2)H and C(sp3)H Bonds Using Monoprotected Amino Acids as Chiral Ligands† Angewandte Chemie. ,vol. 47, pp. 4882- 4886 ,(2008) , 10.1002/ANIE.200801030
Marta Catellani, Franco Frignani, Armando Rangoni, A Complex Catalytic Cycle Leading to a Regioselective Synthesis ofo,o′-Disubstituted Vinylarenes Angewandte Chemie International Edition in English. ,vol. 36, pp. 119- 122 ,(1997) , 10.1002/ANIE.199701191