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Parallel Synthesis of Ureas and Carbamates from Amines and CO2 under Mild Conditions
Abstract
A mild and efficient library synthesis technique has been developed for the synthesis of ureas and carbamates from carbamic acids derived from the DBU-catalyzed reaction of amines and gaseous carbon dioxide. Carbamic acids derived from primary amines reacted with Mitsunobu reagents to generate isocyanates in situ which were condensed with primary and secondary amines to afford the desired ureas. Similarly, carbamic acids from secondary amines reacted with alcohols activated with Mitsunobu reagents to form carbamates.
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Citations
Cited by
Aresta, M., Dibenedetto, A., & Angelini, A. (2014) · Chemical Reviews · doi:10.1021/cr4002758 · Cited by 3,143
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Yang, Z.-Z., He, L.-N., Gao, J., Liu, A.-H., & Yu, B. (2012) · Energy & Environmental Science · doi:10.1039/c2ee02774g · Cited by 520
Recent progress in catalytic conversions of carbon dioxide
Maeda, C., Miyazaki, Y., & Ema, T. (2014) · Catalysis Science & Technology · doi:10.1039/c3cy00993a · Cited by 517
Sustainable routes to polyurethane precursors
Kreye, O., Mutlu, H., & Meier, M. A. R. (2013) · Green Chemistry · doi:10.1039/c3gc40440d · Cited by 416
Urea Derivatives in Modern Drug Discovery and Medicinal Chemistry
Ghosh, A. K., & Brindisi, M. (2020) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.9b01541 · Cited by 401
Metadata
- Authors
- Peterson, S. L., Stucka, S. M., & Dinsmore, C. J.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2010-02-22
- Volume
- 12
- Issue
- 6
- Pages
- 1340-1343
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2085408850
- Cited by
- 176
- References
- 0
- FWCI
- 6.72
- Type
- journal article
- Language
- en
- Open access
- closed
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- Peterson, S. L., Stucka, S. M., & Dinsmore, C. J. (2010). Parallel Synthesis of Ureas and Carbamates from Amines and CO2 under Mild Conditions. Organic Letters. https://doi.org/10.1021/ol100259j
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
