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Room‐Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents
Open accessAbstract
Alkynes are used as building blocks in synthetic and medicinal chemistry, chemical biology, and materials science. Therefore, efficient methods for their synthesis are the subject of intensive research. Herein, we report the direct synthesis of alkynes from readily available carboxylic acids at room temperature under visible‐light irradiation. The combination of an iridium photocatalyst with ethynylbenziodoxolone (EBX) reagents allowed the decarboxylative alkynylation of carboxylic acids in good yields under mild conditions. The method could be applied to silyl‐, aryl‐, and alkyl‐ substituted alkynes. It was particularly successful in the case of α‐amino and α‐oxo acids derived from biomass.
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Cites
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Reduction potentials of one-electron couples involving free radicals in aqueous solution
Wardman, P. (1989) · Journal of Physical and Chemical Reference Data · doi:10.1063/1.555843 · Cited by 2,123
Keating, G. M., & Croom, K. F. (2007) · Drugs · doi:10.2165/00003495-200767010-00013 · Cited by 169
Metadata
- Authors
- Le Vaillant, F., Courant, T., & Waser, J.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2015-07-24
- Volume
- 54
- Issue
- 38
- Pages
- 11200-11204
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2116621956
- Cited by
- 224
- References
- 3
- FWCI
- 15.28
- Type
- journal article
- Language
- en
- Open access
- green
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- CoChat. (2026). Citation check: Room‐Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents. https://app.cochat.ai/papers/10.1002/anie.201505111
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- Le Vaillant, F., Courant, T., & Waser, J. (2015). Room‐Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201505111
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