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Palladium-Catalyzed Methylation and Arylation of sp2 and sp3 C−H Bonds in Simple Carboxylic Acids
Abstract
The use of preformed sodium carboxylates as substrates led to the first observation of facile Pd-insertions into sp 3 β-C−H bonds in simple aliphatic acids. Consequently, Pd-catalyzed methylation and arylation of o -C−H bonds in benzoic acids and β-C−H bonds in aliphatic acids using either a phenylboronate, methylboronic acid, or ArI have been achieved via a C−H activation/C−C coupling sequence.
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Citations
Cited by
Weak Coordination as a Powerful Means for Developing Broadly Useful C–H Functionalization Reactions
Engle, K. M., Mei, T.-S., Wasa, M., & Yu, J.-Q. (2012) · Accounts of Chemical Research · doi:10.1021/ar200185g · Cited by 2,716
Self-citationTransition metal-catalyzed C–H bond functionalizations by the use of diverse directing groups
Chen, Z., Wang, B., Zhang, J., Yu, W., Liu, Z., & Zhang, Y. (2015) · Organic Chemistry Frontiers · doi:10.1039/c5qo00004a · Cited by 1,533
Transition-Metal-Catalyzed C–H Bond Activation for the Formation of C–C Bonds in Complex Molecules
Docherty, J. H., Lister, T. M., Mcarthur, G., Findlay, M. T., Domingo-Legarda, P., Kenyon, J., Choudhary, S., & Larrosa, I. (2023) · Chemical Reviews · doi:10.1021/acs.chemrev.2c00888 · Cited by 593
Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)–H Bonds
Liu, B., Romine, A. M., Rubel, C. Z., Engle, K. M., & Shi, B.-F. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00519 · Cited by 538
Engle, K. M., & Yu, J.-Q. (2013) · The Journal of Organic Chemistry · doi:10.1021/jo400159y · Cited by 531
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Metadata
- Authors
- Giri, R., Maugel, N., Li, J.-J., Wang, D.-H., Breazzano, S. P., Saunders, L. B., & Yu, J.-Q.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-03-01
- Volume
- 129
- Issue
- 12
- Pages
- 3510-3511
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2010584571
- Cited by
- 777
- References
- 0
- FWCI
- 28.60
- Type
- journal article
- Language
- en
- Open access
- closed
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- Giri, R., Maugel, N., Li, J.-J., Wang, D.-H., Breazzano, S. P., Saunders, L. B., & Yu, J.-Q. (2007). Palladium-Catalyzed Methylation and Arylation of sp2 and sp3 C−H Bonds in Simple Carboxylic Acids. Journal of the American Chemical Society. https://doi.org/10.1021/ja0701614
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