Recent Progress in Transition Metal-Catalyzed Regioselective Functionalization of Unactivated Alkenes/Alkynes Assisted by Bidentate Directing Groups

被引:78
作者
Lin, Cong [1 ]
Shen, Liang [2 ]
机构
[1] Jiangxi Sci & Technol Normal Univ, Coll Chem & Chem Engn, Nanchang 330013, Jiangxi, Peoples R China
[2] Jiangxi Sci & Technol Normal Univ, Coll Chem & Chem Engn, Jiangxi Engn Lab Waterborne Coatings, Nanchang 330022, Jiangxi, Peoples R China
关键词
bidentate directing groups; alkenes; alkynes; hydrofunctionalization; difunctionalization; ALKENYL CARBONYL-COMPOUNDS; C-H OLEFINATION; SELECTIVE HYDROARYLATION; SYNERGISTIC CATALYSIS; ALIPHATIC ALKENES; ALKYL-HALIDES; NICKEL; DIFUNCTIONALIZATION; HYDROAMINATION; AMINOBORATION;
D O I
10.1002/cctc.201801625
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The catalytic functionalization of alkenes is among the most important and powerful methods for construction of two new bonds through cleavage of the bonds, which is widely used for construction of numerous complex organic molecules. Recently, the strategy that involves directing groups-assisted regioselective functionalization of alkenes has found great synthetic application value, and great achievements have been made in the functionalization of unactivated alkenes and alkynes. This Minireview summarizes the recent progress in transition metal-catalyzed functionalization of unactivated alkenes and alkynes assisted by bidentate directing groups with high chemo-, regio-, and stereo-selectivity.
引用
收藏
页码:961 / 968
页数:8
相关论文
共 111 条
[11]  
Chapdelaine M. J., 1990, ORG REACTIONS, V38, P227
[12]   v Catalytic Aminohalogenation of Alkenes and Alkynes [J].
Chemler, Sherry R. ;
Bovino, Michael T. .
ACS CATALYSIS, 2013, 3 (06) :1076-1091
[13]   Tandem Radical Cyclization of N-Arylacrylamides: An Emerging Platform for the Construction of 3,3-Disubstituted Oxindoles [J].
Chen, Jia-Rong ;
Yu, Xiao-Ye ;
Xiao, Wen-Jing .
SYNTHESIS-STUTTGART, 2015, 47 (05) :604-629
[14]   Radical aryl migration reactions and synthetic applications [J].
Chen, Zhi-Min ;
Zhang, Xiao-Ming ;
Tu, Yong-Qiang .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (15) :5220-5245
[15]   Nickel-Catalyzed C-H Coupling with Allyl Phosphates: A Site-Selective Synthetic Route to Linear Allylarenes [J].
Cong, Xuefeng ;
Li, Yuexuan ;
Wei, Yu ;
Zeng, Xiaoming .
ORGANIC LETTERS, 2014, 16 (15) :3926-3929
[16]   DIRECTING EFFECTS IN HOMOGENEOUS HYDROGENATION WITH [IR(COD)(PCY3)(PY)]PF6 [J].
CRABTREE, RH ;
DAVIS, MW .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (14) :2655-2661
[17]   Bidentate, Monoanionic Auxiliary-Directed Functionalization of Carbon-Hydrogen Bonds [J].
Daugulis, Olafs ;
Roane, James ;
Tran, Ly Dieu .
ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (04) :1053-1064
[18]   Emergence of Unactivated Olefins for the Synthesis of Olefinated Arenes [J].
Deb, Arghya ;
Maiti, Debabrata .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (09) :1239-1252
[19]   Detailed Mechanistic Studies on Palladium-Catalyzed Selective C-H Olefination with Aliphatic Alkenes: A Significant Influence of Proton Shuttling [J].
Deb, Arghya ;
Hazra, Avijit ;
Peng, Qian ;
Paton, Robert S. ;
Maiti, Debabrata .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (02) :763-775
[20]   Palladium-Catalyzed Aryl C-H Olefination with Unactivated, Aliphatic Alkenes [J].
Deb, Arghya ;
Bag, Sukdev ;
Kancherla, Rajesh ;
Maiti, Debabrata .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (39) :13602-13605