Palladium/Norbornene Cooperative Catalysis

被引:416
作者
Wang, Jianchun [1 ]
Dong, Guangbin [1 ]
机构
[1] Univ Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA
关键词
C-H FUNCTIONALIZATION; ALKYLATION-ALKENYLATION REACTIONS; SUBSTITUTED ARYL IODIDES; TETRASUBSTITUTED HELICAL ALKENES; ONE-STEP SYNTHESIS; TOSYLHYDRAZONE INSERTION REACTION; CONCOMITANT ORTHO-ALKYLATION; RIGID LADDER POLYMERS; EFFICIENT SYNTHESIS; CATELLANI REACTION;
D O I
10.1021/acs.chemrev.9b00079
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium/norbornene cooperative catalysis has emerged as a distinct approach to construct polyfunctionalized arenes from readily available starting materials. This Review provides a comprehensive overview of this field, including the early stoichiometric investigations, catalytic reaction developments, as well as the applications in the syntheses of bioactive compounds and polymers. The section of catalytic reactions is divided into two parts according to the reaction initiation mode: Pd(0)-initiated reactions and Pd(II)-initiated reactions.
引用
收藏
页码:7478 / 7528
页数:51
相关论文
共 265 条
[1]   Palladium-catalyzed sequential alkylation-alkenylation reactions: application towards the synthesis of polyfunctionalized fused aromatic rings [J].
Alberico, D ;
Paquin, JF ;
Lautens, M .
TETRAHEDRON, 2005, 61 (26) :6283-6297
[2]   Synthesis of tricyclic heterocycles via a tandem aryl alkylation/heck coupling sequence [J].
Alberico, Dino ;
Rudolph, Alena ;
Lautens, Mark .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (03) :775-781
[3]   Palladium-catalyzed alkylation-alkenylation reactions: Rapid access to tricyclic mescaline analogues [J].
Alberico, Dino ;
Lautens, Mark .
SYNLETT, 2006, (18) :2969-2972
[4]   PALLADIUM-CATALYZED DOMINO COUPLING REACTIONS OF ARYL HALIDES WITH NORBORNENE AND NORBORNENE DERIVATIVES - A SIMPLE ROUTE TO POLYCYCLIC AROMATIC-COMPOUNDS [J].
ALBRECHT, K ;
REISER, O ;
WEBER, M ;
KNIERIEM, B ;
DEMEIJERE, A .
TETRAHEDRON, 1994, 50 (02) :383-401
[5]   A NOVEL SYNTHESIS OF BETA-LACTAMS [J].
ALPER, H ;
PERERA, CP ;
AHMED, FR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (05) :1289-1291
[6]   Allosteric Indole Amide Inhibitors of p97: Identification of a Novel Probe of the Ubiquitin Pathway [J].
Alverez, Celeste ;
Bulfer, Stacie L. ;
Chakrasali, Ramappa ;
Chimenti, Michael S. ;
Deshaies, Raymond J. ;
Green, Neal ;
Kelly, Mark ;
LaPorte, Matthew G. ;
Lewis, Taber S. ;
Liang, Mary ;
Moore, William J. ;
Neitz, R. Jeffrey ;
Peshkov, Vsevolod A. ;
Walters, Michael A. ;
Zhang, Feng ;
Arkin, Michelle R. ;
Wipf, Peter ;
Huryn, Donna M. .
ACS MEDICINAL CHEMISTRY LETTERS, 2016, 7 (02) :182-187
[7]   Understanding the relative easiness of oxidative addition of aryl and alkyl halides to palladium(0) [J].
Ariafard, Alireza ;
Lin, Zhenyang .
ORGANOMETALLICS, 2006, 25 (16) :4030-4033
[8]   A Convenient Synthesis of Indolo- and Pyrrolobenzazepines via a Threefold Norbornene-Mediated Domino Reaction [J].
Aureggi, Valentina ;
Davoust, Marion ;
Gericke, Kersten M. ;
Lautens, Mark .
SYNLETT, 2009, (06) :1004-1008
[9]   Palladium/Norbornene-Catalyzed C-H Alkylation/Alkyne Insertion/Indole Dearomatization Domino Reaction: Assembly of Spiroindolenine-Containing Pentacyclic Frameworks [J].
Bai, Lu ;
Liu, Jingjing ;
Hu, Wenjie ;
Li, Kunyu ;
Wang, Yaoyu ;
Luan, Xinjun .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (18) :5151-5155
[10]   N-trialkylsilylimines as coupling partners for Pd-catalyzed C-N bond-forming reactions:: One-step synthesis of imines and azadienes from aryl and alkenyl bromides [J].
Barluenga, J ;
Aznar, F ;
Valdés, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (03) :343-345