One-electron oxidative dehydrogenative annulation and cyclization reactions

被引:38
作者
Bao, Xiazhen [1 ]
Jiang, Wei [1 ]
Liang, Jia [1 ]
Huo, Congde [1 ]
机构
[1] Northwest Normal Univ, Gansu Int Sci & Technol Cooperat Base Water Reten, Chem Funct Mat, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 15期
基金
中国国家自然科学基金;
关键词
C-H FUNCTIONALIZATION; QUINOLINE-FUSED LACTONES; GLYCINE DERIVATIVES SYNTHESIS; CATION SALT SYNTHESIS; C-SP3-H FUNCTIONALIZATION; ELECTROCHEMICAL SYNTHESIS; COUPLING REACTIONS; N-METHYLANILINES; POVAROV REACTION; BOND FORMATION;
D O I
10.1039/d0qo00422g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
One-electron oxidation (OEO) can deeply change the structure and reactivity of organic molecules. Rings exist ubiquitously in natural products and pharmaceutical molecules. The oxidative dehydrogenative annulation/cyclization reaction has become one of the most straightforward and powerful tools to construct ring-containing molecules. This review focuses on the recent advances in OEO involved oxidative dehydrogenative annulations and cyclizations for the intermolecular and intramolecular construction of valuable ring structures.
引用
收藏
页码:2107 / 2144
页数:38
相关论文
共 156 条
[11]   De Novo Synthesis of Imidazoles by Visible-Light-Induced Photocatalytic Aerobic Oxidation/[3+2] Cycloaddition/Aromatization Cascade [J].
Deng, Qiao-Hui ;
Zou, You-Quan ;
Lu, Liang-Qiu ;
Tang, Zi-Long ;
Chen, Jia-Rong ;
Xiao, Wen-Jing .
CHEMISTRY-AN ASIAN JOURNAL, 2014, 9 (09) :2432-2435
[12]  
Ding XY, 2018, INT C PATT RECOG, P1924, DOI 10.1109/ICPR.2018.8545380
[13]   Catalyst- and Supporting-Electrolyte-Free Electrosynthesis of Benzothiazoles and Thiazolopyridines in Continuous Flow [J].
Folgueiras-Amador, Ana A. ;
Qian, Xiang-Yang ;
Xu, Hai-Chao ;
Wirth, Thomas .
CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (02) :487-491
[14]   Slow-onset, long-duration 3-(3′,4′-dichlorophenyl)-1-indanamine monoamine reuptake blockers as potential medications to treat cocaine abuse [J].
Froimowitz, M ;
Wu, KM ;
Moussa, A ;
Haidar, RM ;
Jurayj, J ;
George, C ;
Gardner, EL .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (26) :4981-4992
[15]   Electrochemical synthesis of benzoxazoles from anilides - a new approach to employ amidyl radical intermediates [J].
Gieshoff, Tile ;
Kehl, Anton ;
Schollmeyer, Dieter ;
Moeller, Kevin D. ;
Waldvogel, Siegfried R. .
CHEMICAL COMMUNICATIONS, 2017, 53 (20) :2974-2977
[16]   Recent progress in mild Csp3-H bond dehydrogenative or (mono-) oxidative functionalization [J].
Gini, Andrea ;
Brandhofer, Tobias ;
Mancheno, Olga Garcia .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (06) :1294-1312
[17]   The Cross-Dehydrogenative Coupling of Csp3-H Bonds: A Versatile Strategy for C-C Bond Formations [J].
Girard, Simon A. ;
Knauber, Thomas ;
Li, Chao-Jun .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (01) :74-100
[18]   Synthesis of Heterocycles via Electrophilic Cyclization of Alkynes Containing Heteroatom [J].
Godoi, Benhur ;
Schumacher, Ricardo F. ;
Zeni, Gilson .
CHEMICAL REVIEWS, 2011, 111 (04) :2937-2980
[19]   Photo-Assisted Multi-Component Reactions (MCR): A New Entry to 2-Pyrimidinethiones [J].
Guo, Haiheng ;
Zhu, Chenghao ;
Li, Jian ;
Xu, Guangyang ;
Sun, Jiangtao .
ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (13) :2801-2806
[20]   Chlorophyll-Catalyzed Visible-Light-Mediated Synthesis of Tetrahydroquinolines from N,N-Dimethylanilines and Maleimides [J].
Guo, Jun-Tao ;
Yang, Da-Cheng ;
Guan, Zhi ;
He, Yan-Hong .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (04) :1888-1894