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Palladium(II)-Catalyzed Direct Carboxylation of Alkenyl C–H Bonds with CO2
Abstract
Pd-catalyzed direct carboxylation of alkenyl C-H bonds with carbon dioxide was realized for the first time. Treatment of 2-hydroxystyrenes and a catalytic amount of Pd(OAc)2 with Cs2CO3 under atmospheric pressure of CO2 afforded corresponding coumarins in good yield. Furthermore, isolation of the key alkenylpalladium intermediate via C-H bond cleavage was achieved. The reaction was proposed to undergo reversible nucleophilic addition of the alkenylpalladium intermediate to CO2.
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Citations
Cited by
Kuriki, R., Matsunaga, H., Nakashima, T., Wada, K., Yamakata, A., Ishitani, O., & Maeda, K. (2016) · Journal of the American Chemical Society · doi:10.1021/jacs.6b01997 · Cited by 482
Enzymatic Conversion of CO2: From Natural to Artificial Utilization
Bierbaumer, S., Nattermann, M., Schulz, L., Zschoche, R., Erb, T. J., Winkler, C. K., Tinzl, M., & Glueck, S. M. (2023) · Chemical Reviews · doi:10.1021/acs.chemrev.2c00581 · Cited by 279
Zhao, Y., Yu, B., Yang, Z., Zhang, H., Hao, L., Gao, X., & Liu, Z. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201400521 · Cited by 250
Metadata
- Authors
- Sasano, K., Takaya, J., & Iwasawa, N.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2013-07-22
- Volume
- 135
- Issue
- 30
- Pages
- 10954-10957
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1998854049
- Cited by
- 271
- References
- 0
- FWCI
- 13.26
- Type
- journal article
- Language
- en
- Open access
- closed
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- Sasano, K., Takaya, J., & Iwasawa, N. (2013). Palladium(II)-Catalyzed Direct Carboxylation of Alkenyl C–H Bonds with CO2. Journal of the American Chemical Society. https://doi.org/10.1021/ja405503y
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