Selective C–H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes?
Organic & Biomolecular Chemistry Pub Date: 2017-11-14 DOI: 10.1039/C7OB02300F
Abstract
A chemical oxidant-free and mediator-free, direct electro-oxidation of both benzylic alcohols and benzylic esters are reported. The scope of the reaction is explored as a function of both steric and electronic effects. Expansion of the scope to non-benzylic and heteroaryl substrates is investigated. Functionalisation of esters and alcohols selectively to the aldehyde oxidation level using a traceless electron approach is reported.
Recommended Literature
- [1] An atom efficient route to N-aryl and N-alkyl pyrrolines by transition metal catalysis? Supaporn Sawadjoon,Joseph S. M. SamecOrg. Biomol. Chem., 2011,9, 2548-2554 10.1039/C0OB00383B
- [2] 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
- [3] 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
- [4] An astrophysically-relevant mechanism for amino acid enantiomer enrichment Stephen P. Fletcher,Richard B. C. Jagt,Ben L. FeringaChem. Commun., 2007, 2578-2580 10.1039/B702882B
- [5] An algal process treatment combined with the Fenton reaction for high concentrations of amoxicillin and cefradine Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu ChenRSC Adv., 2015,5, 100775-100782 10.1039/C5RA21508K
- [6] An anti-leakage liquid metal thermal interface material Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng ChuRSC Adv., 2020,10, 18824-18829 10.1039/D0RA02351E
- [7] An apparatus for testing water by measurement of its electrical conductivity Analyst, 1912,37, 538-543 10.1039/AN9123700538
- [8] 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
- [9] An analyte-triggered artificial peroxidase system based on dimanganese complex for a versatile enzyme assay? Suji Lee,Min Su HanChem. Commun., 2021,57, 9450-9453 10.1039/D1CC03638F
- [10] An alumina stabilized graphene oxide wrapped SnO2 hollow sphere LIB anode with improved lithium storage? Xiang Liu,Qian Sun,A. B. Djuri?i?,Maohai Xie,Baohu Dai,Jinyao Tang,Charles Surya,Changzhong Liao,Kaimin ShihRSC Adv., 2015,5, 100783-100789 10.1039/C5RA22482A
Journal Name：Organic & Biomolecular Chemistry
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)