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Synthesis 2023; 55(18): 2993-2998
DOI: 10.1055/a-2013-5865
DOI: 10.1055/a-2013-5865
paper
Special Issue Electrochemical Organic Synthesis
Electrochemical Deoxygenation of Alcohols into Alkanes
National College Students Innovation and Entrepreneurship Training ProgramFinancial support from the Natural Science Foundation of Shandong Province (ZR2020MB005), the National Training Programs of Innovation and Entrepreneurship for Undergraduates (202210426026), and the Talent Fund for Province and Ministry Co-construction Collaborative Innovation Center of Eco-Chemical Engineering (STHGYX2208) is gratefully acknowledged.
Abstract
A direct electrochemical reductive approach for deoxygenation of alcohols has been developed in the presence of substoichiometric amount of AlCl3. The released Al ions from the sacrificial Al anode could combine with the chloride anion to regenerate the Lewis acid.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2013-5865.
- Supporting Information
Publikationsverlauf
Eingereicht: 15. Dezember 2022
Angenommen nach Revision: 16. Januar 2023
Accepted Manuscript online:
16. Januar 2023
Artikel online veröffentlicht:
13. Februar 2023
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References
- 1 Barton DH. R, McCombie SW. J. Chem. Soc., Perkin Trans. 1 1975; 1574
- 2 Herrmann JM, König B. Eur. J. Org. Chem. 2013; 7017
- 3a Chowdhury S, Standaert RF. J. Org. Chem. 2016; 81: 9957
- 3b Stache EE, Ertel AB, Rovis T, Doyle AG. ACS Catal. 2018; 8: 11134
- 3c Meng N, Yu W, Suzuki T, Chen M, Qi Z, Hu B, Bao J, Debenham JS, Mazzola R, Duffy JL. J. Org. Chem. 2021; 86: 5560
- 4 Yang S, Tang W, Yang Z, Xu J. ACS Catal. 2018; 8: 9320
- 5a Dai X.-J, Li C.-J. J. Am. Chem. Soc. 2016; 138: 5433
- 5b Cao D, Chen Z, Lv L, Zeng H, Peng Y, Li C.-J. iScience 2020; 23: 101419
- 6a Yan M, Kawamata Y, Baran PS. Chem. Rev. 2017; 117: 13230
- 6b Wiebe A, Gieshoff T, Möhle S, Rodrigo E, Zirbes M, Waldvogel SR. Angew. Chem. Int. Ed. 2018; 57: 5594
- 6c Xiong P, Xu H.-C. Acc. Chem. Res. 2019; 52: 3339
- 6d Gandeepan P, Finger LH, Meyer TH, Ackermann L. Chem. Soc. Rev. 2020; 49: 4254
- 6e Novaes LF. T, Liu J, Shen Y, Lu L, Meinhardt JM, Lin S. Chem. Soc. Rev. 2021; 50: 7941
- 7a Yuan Y, Lei A. Acc. Chem. Res. 2019; 52: 3309
- 7b Yuan Y, Yang J, Lei A. Chem. Soc. Rev. 2021; 50: 10058
- 8a Schiltz P, Gosmini C. Electroreductive Reactions, In Science of Synthesis: Electrochemistry in Organic Synthesis. Ackermann L. Thieme; Stuttgart: 2021: 73
- 8b Huang B, Sun Z, Sun G. eScience 2022; 2: 243
- 9 Villo P, Shatskiy A, Kärkäs MD, Lundberg H. Angew. Chem. Int. Ed. 2022; 62: e202211952
- 10 Maeda H, Maki T, Eguchi K, Koide T, Obmori H. Tetrahedron Lett. 1994; 35: 4129
- 11 Lam K, Markó IE. Org. Lett. 2011; 13: 406
- 12 Lam K, Markó IE. Synlett 2012; 23: 1235
- 13 Kong Z, Pan C, Li M, Wen L, Guo W. Green Chem. 2021; 23: 2773
- 14 Manabe S, Wong CM, Sevov CS. J. Am. Chem. Soc. 2020; 142: 3024
- 15a Zhang S, Li Y, Wang T, Li M, Wen L, Guo W. Org. Lett. 2022; 24: 1742
- 15b Liu D, Zhang Z, Yu J, Chen H, Lin X, Li M, Wen L, Guo W. Org. Chem. Front. 2022; 9: 2963
- 16 Li J, He L, Liu X, Cheng X, Li G. Angew. Chem. Int. Ed. 2019; 58: 1759
- 17 Sun K, Xu Z, Ramadoss V, Tian L, Wang Y. Chem. Commun. 2022; 58: 11155
- 18 Suga T, Ukaji Y. Org. Lett. 2018; 20: 7846
- 19 Gui R, Li C.-J. Chem. Commun. 2022; 58: 10572
- 20 Wang X, Liu L.-H, Shi J.-H, Peng J, Tu H.-Y, Zhang A.-D. Eur. J. Org. Chem. 2013; 6870
- 21 Cook A, MacLean H, St Onge P, Newman SG. ACS Catal. 2021; 11: 13337
- 22 Sun R, Guo H.-Y, Ma S.-S, Wang Y.-F, Yu Z.-K, Xu B.-H. Org. Chem. Front. 2022; 9: 1943
- 23 Leibler IN, Tekle-Smith MA, Doyle AG. Nat. Commun. 2021; 12: 6950
- 24 Zhang D, Iwai T, Sawamura M. Org. Lett. 2019; 21: 5867
- 25 Chatterjee A, König B. Angew. Chem. Int. Ed. 2019; 58: 14289
- 26 Weber S, Stöger B, Veiros LF, Kirchner K. ACS Catal. 2019; 9: 9715
- 27 Tandiary MA, Masui Y, Onaka M. Tetrahedron Lett. 2014; 55: 4160
- 28 Matsuyama T, Yatabe T, Yabe T, Yamaguchi K. ACS Catal. 2021; 11: 13745
For recent reviews on electrochemical synthesis, see: