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
相关论文
共 50 条
[21]   Metal-catalysed azidation of tertiary C-H bonds suitable for late-stage functionalization [J].
Sharma, Ankit ;
Hartwig, John F. .
NATURE, 2015, 517 (7536) :600-604
[22]   Accessing Heterobiaryls through Transition-Metal-Free C-H Functionalization [J].
Banik, Ananya ;
Paira, Rupankar ;
Shaw, Bikash Kumar ;
Vijaykumar, Gonela ;
Mandal, Swadhin K. .
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (06) :3236-3244
[23]   Metal-free photoredox-catalysed formal C-H/C-H coupling of arenes enabled by interrupted Pummerer activation [J].
Aukland, Miles H. ;
Siauciulis, Mindaugas ;
West, Adam ;
Perry, Gregory J. P. ;
Procter, David J. .
NATURE CATALYSIS, 2020, 3 (02) :163-169
[24]   Intramolecular hydride transfer onto arynes: redox-neutral and transition metal-free C(sp3)-H functionalization of amines [J].
Idiris, Fahima I. M. ;
Majeste, Cecile E. ;
Craven, Gregory B. ;
Jones, Christopher R. .
CHEMICAL SCIENCE, 2018, 9 (11) :2873-2878
[25]   Transition metal-free direct C-H trifluoromethyltion of (hetero)arenes with Togni's reagent [J].
Chen, Xiaoyu ;
Ding, Licheng ;
Li, Linlin ;
Li, Jingya ;
Zou, Dapeng ;
Wu, Yangjie ;
Wu, Yusheng .
TETRAHEDRON LETTERS, 2020, 61 (09)
[26]   Transition Metal-Free C-H Thiocyanation and Selenocyanation Based on Thermochemical, Photocatalytic and Electrochemical Process [J].
Xu Zhongrong ;
Wan Jieping ;
Liu Yunyun .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (07) :2425-2446
[27]   C-H functionalization of quinazolinones by transition metal catalysis [J].
Ghosh, Prasanjit ;
Ganguly, Bhaskar ;
Das, Sajal .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (24) :4497-4518
[28]   Review of electrochemical transition-metal-catalyzed C-H functionalization reactions [J].
Changmai, Sumi ;
Sultana, Sabera ;
Saikia, Anil K. .
CHEMISTRYSELECT, 2023, 8 (11)
[29]   Metal-Free, Regioselective, Dehydrogenative Cross-Coupling between Formamides/Aldehydes and Coumarins by C-H Functionalization [J].
Gupta, Mohit ;
Kumar, Prashant ;
Bahadur, Vijay ;
Kumar, Krishan ;
Parmar, Virinder S. ;
Singh, Brajendra K. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (07) :896-900
[30]   Metal-free C-H functionalization of pyrrolidine to pyrrolinium-based room temperature ionic liquid crystals [J].
Mandal, Sumana ;
Gupta, Ravindra Kumar ;
Pathak, Suraj Kumar ;
Rao, D. S. Shankar ;
Prasad, S. Krishna ;
Ammathnadu Sudhakar, Achalkumar ;
Jana, Chandan K. .
NEW JOURNAL OF CHEMISTRY, 2021, 45 (18) :8064-8071