Transition Metal-Catalyzed C-H Bond Functionalizations by Use of Sulfur-Containing Directing Groups

被引:81
作者
Tang, Kai-Xiang [1 ]
Wang, Chun-Meng [1 ]
Gao, Tian-Hong [1 ]
Chen, Lin [1 ]
Fan, Lian [1 ]
Sun, Li-Ping [1 ]
机构
[1] China Pharmaceut Univ, Dept Med Chem, Jiangsu Key Lab Drug Design & Optimizat, 24 Tongjiaxiang, Nanjing 210009, Jiangsu, Peoples R China
关键词
C-H bond functionalization; directing groups; sulfur-containing functional groups; synthetic methods; transition metals; SULFINYL ANILINE; ORTHO-OLEFINATION; ALPHA-ARYLATION; PALLADIUM; THIOETHERS; SULFOXIDES; ACTIVATION; ALKYLATION; ALKENYLATION; SULFONAMIDE;
D O I
10.1002/adsc.201800484
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Transition metal-catalyzed direct functionalization of C-H bonds is an economical and efficient way to construct complex molecules that is currently attracting tremendous attention. In particular, the strategy involving transition metal-catalyzed regioselective C-H activation assisted by sulfur-containing directing groups has been realized in the past few years in spite of sulfur's ability to poison many transition metal catalysts. This review describes the rational development of sulfur-containing directing groups including thioethers, sulfoxides, thioamides, alkoxythiocarbonyl groups, and thioketones. Through collective efforts in the community, a range of transition metal-catalyzed C-H activation transformations using this type of directing group has been developed.
引用
收藏
页码:26 / 38
页数:13
相关论文
共 83 条
[1]   ORTHO-METALATION OF FERROCENE [J].
ALPER, H .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 80 (02) :C29-C30
[2]   ORTHO-PALLADATED AND ORTHO-PLATINATED COMPLEXES OF DIARYL THIOKETONES [J].
ALPER, H .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1973, 61 (01) :C62-C64
[3]   A New DNA Gyrase Inhibitor Subclass of the Cyclothialidine Family Based on a Bicyclic Dilactam-Lactone Scaffold. Synthesis and Antibacterial Properties [J].
Angehrn, Peter ;
Goetschi, Erwin ;
Gmuender, Hans ;
Hebeisen, Paul ;
Hennig, Michael ;
Kuhn, Bernd ;
Luebbers, Thomas ;
Reindl, Peter ;
Ricklin, Fabienne ;
Schmitt-Hoffmann, Anne .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (07) :2207-2224
[4]  
[Anonymous], 2017, ANGEW CHEM, V129, P16777
[5]  
[Anonymous], 2012, ANGEW CHEM, DOI DOI 10.1002/ANIE.201201666
[6]  
[Anonymous], 2010, ANGEW CHEM INT ED
[7]  
[Anonymous], 2011, ANGEW CHEM
[8]  
[Anonymous], 2011, ANGEW CHEM-GER EDIT
[9]  
[Anonymous], 2017, ANGEW CHEM, V129, P10666
[10]   Cell-Permeable and Plasma-Stable Peptidomimetic Inhibitors of the Postsynaptic Density-95/N-Methyl-D-Aspartate Receptor Interaction [J].
Bach, Anders ;
Eildal, Jonas N. N. ;
Stuhr-Hansen, Nicolai ;
Deeskamp, Rasmus ;
Gottschalk, Marie ;
Pedersen, Soren W. ;
Kristensen, Anders S. ;
Stromgaard, Kristian .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (05) :1333-1346