Directing group assists in transition metal-catalyzed site-selective C-H bond activation/transformations

被引:14
作者
Wu, Ming-Jung [1 ]
Chu, Jean-Ho [2 ]
机构
[1] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung, Taiwan
[2] Natl Taitung Univ, Dept Appl Sci, Taitung, Taiwan
关键词
C-H bond activation; directing group; transition-metal catalysis; PALLADIUM(II)-CATALYZED ORTHO ARYLATION; AMINO-ACID LIGANDS; ARYL HALIDES; PALLADIUM; ACTIVATION; FUNCTIONALIZATION; OLEFINATION; ALKYLATION; DERIVATIVES; NORBORNENE;
D O I
10.1002/jccs.201900471
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the review paper, we attempt to point out the importance of the directing group in the transition metal-catalyzed C-H bond activation/transformations, especially in the site-selectivity and reactivity. The employment of the directing groups in the type of reaction can enable a chemist to straightforwardly approach the desired molecular skeletons. Thus, understanding the role of the directing groups in the C-H bond activation/transformations would benefit chemists to design better auxiliary groups and develop more efficient and practical synthetic methodologies. We believe that the synthetic strategy based on the utility of the directing group to assist in the transition metal-catalyzed C-H bond activation/transformations will keep playing as a mainstream role in the research field.
引用
收藏
页码:399 / 421
页数:23
相关论文
共 138 条
[1]   Recent applications of C-H functionalization in complex natural product synthesis [J].
Abrams, Dylan J. ;
Provencher, Philip A. ;
Sorensen, Erik J. .
CHEMICAL SOCIETY REVIEWS, 2018, 47 (23) :8925-8967
[2]   Palladium-Catalyzed Directed meta-Selective C-H Allylation of Arenes: Unactivated Internal Olefins as Allyl Surrogates [J].
Achar, Tapas Kumar ;
Zhang, Xinglong ;
Mondal, Rahul ;
Shanavas, M. S. ;
Maiti, Siddhartha ;
Maity, Sabyasachi ;
Pal, Nityananda ;
Paton, Robert S. ;
Maiti, Debabrata .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (30) :10353-10360
[3]   Ruthenium-Catalyzed Oxidative C-H Bond Alkenylations in Water: Expedient Synthesis of Annulated Lactones [J].
Ackermann, Lutz ;
Pospech, Jola .
ORGANIC LETTERS, 2011, 13 (16) :4153-4155
[4]   Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope [J].
Ackermann, Lutz .
CHEMICAL REVIEWS, 2011, 111 (03) :1315-1345
[5]   Palladium-catalyzed benzofuran and indole synthesis by multiple C-H functionalizations [J].
Agasti, Soumitra ;
Dey, Aniruddha ;
Maiti, Debabrata .
CHEMICAL COMMUNICATIONS, 2017, 53 (49) :6544-6556
[6]   Color-Tuned Highly Fluorescent Organic Nanowires/Nanofabrics: Easy Massive Fabrication and Molecular Structural Origin [J].
An, Byeong-Kwan ;
Gihm, Se Hoon ;
Chung, Jong Won ;
Park, Chong Rae ;
Kwon, Soon-Ki ;
Park, Soo Young .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (11) :3950-3957
[7]   Palladium(II)-Catalyzed Mono- and Bis-alkenylation of N-Acetyl-2-aminobiaryls through Regioselective C-H Bond Activation [J].
Annamalai, Pratheepkumar ;
Hsu, Kou-Chi ;
Raju, Selvam ;
Hsiao, Huan-Chang ;
Chou, Chih-Wei ;
Lin, Gu-Ying ;
Hsieh, Cheng-Ming ;
Chen, Pei-Ling ;
Liu, Yi-Hung ;
Chuang, Shih-Ching .
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (07) :3840-3856
[8]  
Arockiam PB, 2012, CHEM REV, V112, P5879, DOI [10.1021/cr300153J, 10.1021/cr300153j]
[9]   Cobalt-Catalyzed C(sp2)-H Allylation of Biphenyl Amines with Unbiased Terminal Olefins [J].
Baccalini, Alessio ;
Vergura, Stefania ;
Dolui, Pravas ;
Maiti, Siddhartha ;
Dutta, Subhabrata ;
Maity, Soham ;
Khan, Farheen Fatima ;
Lahiri, Goutam Kumar ;
Zanoni, Giuseppe ;
Maiti, Debabrata .
ORGANIC LETTERS, 2019, 21 (21) :8842-8846
[10]   Remote para-C-H Functionalization of Arenes by a D-Shaped Biphenyl Template-Based Assembly [J].
Bag, Sukdev ;
Patra, Tuhin ;
Modak, Atanu ;
Deb, Arghya ;
Maity, Soham ;
Dutta, Uttam ;
Dey, Aniruddha ;
Kancherla, Rajesh ;
Maji, Arun ;
Hazra, Avijit ;
Bera, Milan ;
Maiti, Debabrata .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (37) :11888-11891