RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2024; 56(11): 1687-1694
DOI: 10.1055/a-2200-5332
DOI: 10.1055/a-2200-5332
feature
New Trends in Organic Synthesis from Chinese Chemists
Electrochemical Hydro- and Deuterocarboxylation of Allenes
Financial support from the National Natural Science Foundation of China (No. 22171046), Hundred-Talent Project of Fujian (No. 50021113), and Fuzhou University (No. 510841) is gratefully acknowledged.
Abstract
Electrochemical hydrocarboxylation and deuterocarboxylation of allenes and carbon dioxide were achieved with H2O and D2O, respectively. This reaction generally affords good to excellent regioselectivity in the formation of diverse carboxylic acids.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2200-5332.
- Supporting Information
Publikationsverlauf
Eingereicht: 14. September 2023
Angenommen nach Revision: 27. Oktober 2023
Accepted Manuscript online:
27. Oktober 2023
Artikel online veröffentlicht:
27. November 2023
© 2023. Thieme. All rights reserved
Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany
-
References
- 1a Tortajada A, Julia-Hernandez F, Borjesson M, Moragas T, Martin R. Angew. Chem. Int. Ed. 2018; 57: 15948
- 1b Yan S.-S, Fu Q, Liao L.-L, Sun G.-Q, Ye J.-H, Gong L, Bo-Xue Y.-Z, Yu D.-G. Coord. Chem. Rev. 2018; 374: 439
- 2a Correa A, Martin R. Angew. Chem. Int. Ed. 2009; 48: 6201
- 2b Zhang Z, Ye J.-H, Ju T, Liao L.-L, Huang H, Gui Y.-Y, Zhou W.-J, Yu D.-G. ACS Catal. 2020; 10: 10871
- 2c Guo X, Wang Y, Chen J, Li G, Xia J.-B. Chin. J. Org. Chem. 2020; 40: 2208
- 3a Gao Y, Wang H, Chi Z, Yang L, Zhou C, Li G. CCS Chem. 2022; 4: 1565
- 3b Li WD, Wu Y, Li SJ, Jiang YQ, Li YL, Lan Y, Xia JB. J. Am. Chem. Soc. 2022; 144: 8551
- 3c Zhou C, Wang X, Yang L, Fu L, Li G. Green Chem. 2022; 24: 6100
- 4a Fujihara T, Tsuji Y. Beilstein J. Org. Chem. 2018; 14: 2435
- 4b Yang Z, Yu Y, Lai L, Zhou L, Ye K, Chen F.-E. Green Synth. Catal. 2021; 2: 19
- 4c Jiao K.-J, Li Z.-M, Xu X.-T, Zhang L.-P, Li Y.-Q, Zhang K, Mei T.-S. Org. Chem. Front. 2018; 5: 2244
- 4d Gao XT, Zhang Z, Wang X, Tian JS, Xie SL, Zhou F, Zhou J. Chem. Sci. 2020; 11: 10414
- 4e Wang Y, Tang S, Yang G, Wang S, Ma D, Qiu Y. Angew. Chem. Int. Ed. 2022; 61: e202207746
- 4f Zhao Z, Liu Y, Wang S, Tang S, Ma D, Zhu Z, Guo C, Qiu Y. Angew. Chem. Int. Ed. 2023; 62: e202214710
- 5 Wang H, Lin M.-Y, Fang H.-J, Chen T.-T, Lu J.-X. Chin. J. Chem. 2007; 25: 913
- 6 Ju T, Zhou Y.-Q, Cao K.-G, Fu Q, Ye J.-H, Sun G.-Q, Liu X.-F, Chen L, Liao L.-L, Yu D.-G. Nat. Catal. 2021; 4: 304
- 7a Seo H, Liu A, Jamison TF. J. Am. Chem. Soc. 2017; 139: 13969
- 7b Alkayal A, Tabas V, Montanaro S, Wright IA, Malkov AV, Buckley BR. J. Am. Chem. Soc. 2020; 142: 1780
- 8a Gomez-Gallego M, Sierra MA. Chem. Rev. 2011; 111: 4857
- 8b Miyashita M, Sasaki M, Hattori I, Sakai M, Tanino K. Science 2004; 305: 495
- 8c Kanda Y, Nakamura H, Umemiya S, Puthukanoori RK, Murthy Appala VR, Gaddamanugu GK, Paraselli BR, Baran PS. J. Am. Chem. Soc. 2020; 142: 10526
- 9 Chen TY. R, Anderson MR, Grossman S, Peters DG. J. Org. Chem. 2002; 52: 1231
- 10 Lamy E, Nadjo L, Saveant JM. J. Electroanal. Chem. 1977; 78: 403
- 11 Wang H, Gao Y, Zhou C, Li G. J. Am. Chem. Soc. 2020; 142: 8122
- 12a Zhong J.-S, Yang Z.-X, Ding C.-L, Huang Y.-F, Zhao Y, Yan H, Ye K.-Y. J. Org. Chem. 2021; 86: 16162
- 12b Yang Z.-X, Lai L, Chen J, Yan H, Ye K.-Y, Chen F.-E. Chin. Chem. Lett. 2023; 34: 107956
- 13 Fu MC, Shang R, Cheng WM, Fu Y. Chem. Eur. J. 2017; 23: 8818
- 14 Schwarz KJ, Yang C, Fyfe JW. B, Snaddon TN. Angew. Chem. Int. Ed. 2018; 57: 12102
- 15 Singh FV, Rehbein J, Wirth T. ChemistryOpen 2012; 1: 245
- 16 Polívka Z, Lichá I, Taufmann P, Svátek E, Holubek J, Protiva M. Collect. Czech. Chem. Commun. 1987; 52: 1566
- 17 Jung ME, Karama U, Marquez R. J. Org. Chem. 1999; 64: 663