Transition Metal-free α-C-H Functionalization of Tertiary Amines Catalysed/Promoted by Acids: A Brief Review

被引:0
作者
Deb, Mohit L. [1 ]
Baruah, Pranjal K. [1 ]
机构
[1] Gauhati Univ, Dept Appl Sci, GUIST, Gauhati 781014, Assam, India
关键词
C-H functionalization; acid catalyst; transition metal-free; tert-amine; N-heterocycle; H-shift; CATALYZED OXIDATIVE CYANATION; ACTIVATION; BONDS; CONSTRUCTION; REDUCTION; EFFICIENT; AMIDES;
D O I
10.2174/1570193X20666230309091635
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C-H Functionalization of alpha-carbon of tertiary amines has been of great importance for the past two decades as N-heterocycles can be synthesized by this approach and these heterocycles are highly useful as drugs or drug precursors in the pharmaceutical industry. In this review article, we have summarized only the alpha-C-H functionalization reactions of tertiary amines that are catalysed or promoted by acids. These C-H functionalization reactions are usually catalysed by transition metal salts, although metal-free catalysts are also used. However, several such reactions have been reported that are efficiently catalysed by acids. They are cost-effective, have a simple purification process, less sensitive to air/moisture, and are relatively environmentally benign. However, this area has not received enough focus due to the lack of review articles, which encouraged us to write this review.
引用
收藏
页码:445 / 454
页数:10
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[1]   Green Chemistry: Principles and Practice [J].
Anastas, Paul ;
Eghbali, Nicolas .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) :301-312
[2]   Effects of the potent ampakine CX614 on hippocampal and recombinant AMPA receptors: Interactions with cyclothiazide and GYKI 52466 [J].
Arai, AC ;
Kessler, M ;
Rogers, G ;
Lynch, G .
MOLECULAR PHARMACOLOGY, 2000, 58 (04) :802-813
[3]   Pharmacology of Nicotine: Addiction, Smoking-Induced Disease, and Therapeutics [J].
Benowitz, Neal L. .
ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 2009, 49 :57-71
[4]  
Brown D., 1984, Career Choice and Development, P1
[5]   Direct Conversion of N-Alkylamines to N-Propargylamines through C-H Activation Promoted by Lewis Acid/Organocopper Catalysis: Application to Late-Stage Functionalization of Bioactive Molecules [J].
Chan, Jessica Z. ;
Yesilcimen, Ahmet ;
Cao, Min ;
Zhang, Yuyang ;
Zhang, Bochao ;
Wasa, Masayuki .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (38) :16493-16505
[6]   Construction of Oxadiazepines via Lewis Acid-Catalyzed Tandem 1,5-Hydride Shift/Cyclization [J].
Chang, Yong-Zhi ;
Li, Ming-Lei ;
Zhao, Wen-Feng ;
Wen, Xiaoan ;
Sun, Hongbin ;
Xu, Qing-Long .
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (19) :9620-9627
[7]   Advances in the Transition Metal-Free C-H Trifluoromethylation [J].
Chen, Demao ;
Jiang, Jianwen ;
Wan, Jie-Ping .
CHINESE JOURNAL OF CHEMISTRY, 2022, 40 (21) :2582-2594
[8]   Metal-Free Oxidation/C(sp3)-H Functionalization of Unactivated Alkynes Using Pyridine-N-Oxide as the External Oxidant [J].
Chen, Dian-Feng ;
Han, Zhi-Yong ;
He, Yu-Ping ;
Yu, Jie ;
Gong, Liu-Zhu .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (49) :12307-12310
[9]   Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].
Cho, Seung Hwan ;
Kim, Ji Young ;
Kwak, Jaesung ;
Chang, Sukbok .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083
[10]   Progress of Metal-Free Visible-Light-Driven α-C-H Functionalization of Tertiary Amines: A Decade Journey [J].
Deb, Mohit L. ;
Saikia, B. Shriya ;
Borpatra, Paran J. ;
Baruah, Pranjal K. .
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