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Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins
Open accessAbstract
The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.
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Cited by
Electrochemical Late-Stage Functionalization
Wang, Y., Dana, S., Long, H., Xu, Y., Li, Y., Kaplaneris, N., & Ackermann, L. (2023) · Chemical Reviews · doi:10.1021/acs.chemrev.3c00158 · Cited by 361
Visible-Light-Driven Reductive Carboarylation of Styrenes with CO 2 and Aryl Halides
Wang, H., Gao, Y., Zhou, C., & Li, G. (2020) · Journal of the American Chemical Society · doi:10.1021/jacs.0c03144 · Cited by 303
Direct electrochemical defluorinative carboxylation of α-CF 3 alkenes with carbon dioxide
Gao, X.-T., Zhang, Z., Wang, X., Tian, J.-S., Xie, S.-L., Zhou, F., & Zhou, J. (2020) · Chemical Science · doi:10.1039/d0sc04091f · Cited by 142
Metadata
- Authors
- Alkayal, A., Tabas, V., Montanaro, S., Wright, I. A., Malkov, A. V., & Buckley, B. R.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2020-01-21
- Volume
- 142
- Issue
- 4
- Pages
- 1780-1785
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W3003004440
- Cited by
- 198
- References
- 0
- FWCI
- 9.33
- Type
- journal article
- Language
- en
- Open access
- green
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- CoChat. (2026). Citation check: Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins. https://app.cochat.ai/papers/10.1021/jacs.9b13305
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- Alkayal, A., Tabas, V., Montanaro, S., Wright, I. A., Malkov, A. V., & Buckley, B. R. (2020). Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.9b13305
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