Recent advances in the electrochemical generation of 1,3-dicarbonyl radicals from C–H bonds
Organic Chemistry Frontiers Pub Date: 2023-04-25 DOI: 10.1039/D3QO00408B
Abstract
Electrochemistry, which employs electrons as reagents and avoids the use of traditional redox reagents, becomes a powerful tool in oxidative dehydrogenation cross-coupling reactions. 1,3-Dicarbonyl derivatives are common and easily available synthetic blocks and are widely used for the construction of active molecules in organic synthesis. 1,3-Dicarbonyl radicals can be generated by direct anodic oxidation or indirect anodic oxidation with the assistance of a redox reagent and can undergo addition to arenes, double bonds or triple bonds to build multifarious organic molecules. In this review, we succinctly summarize the recent advances in the electrochemical generation of 1,3-dicarbonyl radicals from C–H-based 1,3-dicarbonyl derivatives and focus on the mechanistic insights and synthetic applications of these methods and transformations.
Recommended Literature
- [1] An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system? Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai ZhangRSC Adv., 2014,4, 49995-50002 10.1039/C4RA08740B
- [2] An Assessment of the Laminar Hypersonic Double-Cone Experiments in the LENS-XX Tunnel JaideepRay,PatrickBlonigan,EricT.Phipps,KathrynMaupin 10.2514/1.j062802
- [3] An atomistic mechanism for the degradation of perovskite solar cells by trapped charge? Eunhak Lim,Jiyoung Heo,Seong Keun KimNanoscale, 2019,11, 11369-11378 10.1039/C9NR02193K
- [4] An intensified π-hole in beryllium-doped boron nitride meshes: its determinant role in CO2 conversion into hydrocarbon fuels? Luis Miguel Azofra,Douglas R. MacFarlane,Chenghua SunChem. Commun., 2016,52, 3548-3551 10.1039/C5CC07942J
- [5] An aquatic host–guest complex between a supramolecular G-quadruplex and the anticancer drug doxorubicin? José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-RíosOrg. Biomol. Chem., 2012,10, 7562-7565 10.1039/C2OB25913C
- [6] An amorphous carbon nitride/NiO/CoN-based composite: a highly efficient nonprecious electrode for supercapacitors and the oxygen evolution reaction? Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui SongNanoscale, 2020,12, 7024-7034 10.1039/D0NR00001A
- [7] An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid? Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis NayakNew J. Chem., 2019,43, 4867-4877 10.1039/C9NJ00138G
- [8] An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands? Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier FelpinReact. Chem. Eng., 2019,4, 1608-1615 10.1039/C9RE00096H
- [9] Acetylcholinesterase amperometric detection system based on a cobalt(II) tetraphenylporphyrin-modified electrode Analyst, 1996,121, 1123-1126 10.1039/AN9962101123
- [10] Aluminium alkyl and aryloxide complexes of pyrazine and bipyridines: synthesis and structure? Doug Ogrin,Laura H. van Poppel,Simon G. Bott,Andrew R. BarronDalton Trans., 2004, 3689-3694 10.1039/B410662H
Journal Name:Organic Chemistry Frontiers
research_products
-
CAS no.: 89640-58-4