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Rhodium(I)-Catalyzed Carboxylation of Aryl- and Alkenylboronic Esters with CO2
Abstract
When the esters of arylboronic acids with 2,2-dimethylpropan-1,3-diol were treated with a catalytic amount of [Rh(OH)(cod)]2 in the presence of 1,3-bis(diphenylphosphino)propane and CsF in dioxane at 60 degrees C under carbon dioxide atmosphere, the benzoic acid derivatives were obtained in good yields. Reactions of alkenylboronic esters also proceeded under similar conditions to give alpha,beta-unsaturated carboxylic acids. As these boronic esters are now easily available through coupling or direct borylation reactions, this method would be a useful method for the preparation of various functionalized aryl- and alkenyl-carboxylic acids.
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Boogaerts, I. I. F., & Nolan, S. P. (2010) · Journal of the American Chemical Society · doi:10.1021/ja103429q · Cited by 508
Ostapowicz, T. G., Schmitz, M., Krystof, M., Klankermayer, J., & Leitner, W. (2013) · Angewandte Chemie · doi:10.1002/ange.201304529 · Cited by 63
Metadata
- Authors
- Ukai, K., Aoki, M., Takaya, J., & Iwasawa, N.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-06-15
- Volume
- 128
- Issue
- 27
- Pages
- 8706-8707
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1981638147
- Cited by
- 324
- References
- 0
- FWCI
- 12.99
- Type
- journal article
- Language
- en
- Open access
- closed
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- Ukai, K., Aoki, M., Takaya, J., & Iwasawa, N. (2006). Rhodium(I)-Catalyzed Carboxylation of Aryl- and Alkenylboronic Esters with CO2. Journal of the American Chemical Society. https://doi.org/10.1021/ja061232m
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