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35 years of palladium-catalyzed cross-coupling with Grignard reagents: how far have we come?
Abstract
This tutorial review is intended to provide the reader with a timely review of major developments and the current state-of-the-art of palladium-catalyzed cross-coupling reactions with Grignard reagents. Organomagnesium reagents, the most reactive and most easily accessible nucleophiles for carbon-carbon bond forming cross-coupling reactions, were the first nucleophiles ever employed in cross-coupling reactions, but have only recently been re-discovered for highly efficient and (stereo)selective coupling reactions. This is mostly a consequence of improved catalyst systems with bulky phosphine, phosphonate or carbene ligands and new metal-halogen exchange procedures for the generation of functionalized Grignard reagents.
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Cited by
Synthesis of Heterocycles via Palladium-Catalyzed Carbonylations
Wu, X.-F., Neumann, H., & Beller, M. (2013) · Chemical Reviews · doi:10.1021/cr300100s · Cited by 1,283
Reductive Cross‐Coupling Reactions between Two Electrophiles
Knappke, C. E. I., Grupe, S., Gärtner, D., Corpet, M., Gosmini, C., & Jacobi von Wangelin, A. (2014) · Chemistry – A European Journal · doi:10.1002/chem.201402302 · Cited by 757
Self-citationPalladium-Catalyzed Cross-Coupling Reactions: A Powerful Tool for the Synthesis of Agrochemicals
Devendar, P., Qu, R.-Y., Kang, W.-M., He, B., & Yang, G.-F. (2018) · Journal of Agricultural and Food Chemistry · doi:10.1021/acs.jafc.8b03792 · Cited by 448
Iron‐Catalyzed Cross‐Couplings in the Synthesis of Pharmaceuticals: In Pursuit of Sustainability
Piontek, A., Bisz, E., & Szostak, M. (2018) · Angewandte Chemie International Edition · doi:10.1002/anie.201800364 · Cited by 285
Parasram, M., Chuentragool, P., Sarkar, D., & Gevorgyan, V. (2016) · Journal of the American Chemical Society · doi:10.1021/jacs.6b01628 · Cited by 284
Metadata
- Authors
- Knappke, C. E. I., & Jacobi von Wangelin, A.
- Venue
- Chemical Society Reviews
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2011
- Volume
- 40
- Issue
- 10
- Pages
- 4948
- ISSN
- 0306-0012 (ISSN-L)
- 1460-4744
- OpenAlex
- W2152241378
- Cited by
- 251
- References
- 0
- FWCI
- 0.40
- Type
- journal article
- Language
- en
- Open access
- closed
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- Knappke, C. E. I., & Jacobi von Wangelin, A. (2011). 35 years of palladium-catalyzed cross-coupling with Grignard reagents: how far have we come? Chemical Society Reviews. https://doi.org/10.1039/c1cs15137a
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