The DOI matches its Crossref record; 7 of the 7 references it cites were found in a registry or an index.
The Catalytic Cross-Coupling of Unactivated Arenes
Abstract
The industrially important coupling of aromatic compounds has generally required differential prefunctionalization of the arene coupling partners with a halide and an electropositive group. Here we report that palladium, in conjunction with a copper oxidant, can catalyze the cross-coupling of N -acetylindoles and benzenes in high yield and high regioselectivity across a range of indoles without recourse to activating groups. These reactions are completely selective for arene cross-coupling, with no products arising from indole or benzene homo-coupling detected by spectroscopic analysis. This efficient reactivity should be useful in the design of other oxidative arene cross-couplings as well.
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Citations
Cites
Metal‐Catalyzed Cross‐Coupling Reactions
(2004) · Wiley eBooks · doi:10.1002/9783527619535 · Cited by 4,267
Aryl−Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction
Hassan, J., Sévignon, M., Gozzi, C., Schulz, E., & Lemaire, M. (2002) · Chemical Reviews · doi:10.1021/cr000664r · Cited by 3,663
Aryl−Aryl Bond Formation by Transition-Metal-Catalyzed Direct Arylation
Alberico, D., Scott, M. E., & Lautens, M. (2007) · Chemical Reviews · doi:10.1021/cr0509760 · Cited by 3,640
Metal‐Catalyzed Cross‐Coupling Reactions
(1998) · Wiley eBooks · doi:10.1002/9783527612222 · Cited by 2,529
Catalytic Intermolecular Direct Arylation of Perfluorobenzenes
Lafrance, M., Rowley, C. N., Woo, T. K., & Fagnou, K. (2006) · Journal of the American Chemical Society · doi:10.1021/ja062509l · Cited by 855
Self-citationLi, X., Hewgley, J. B., Mulrooney, C. A., Yang, J., & Kozlowski, M. C. (2003) · The Journal of Organic Chemistry · doi:10.1021/jo0340206 · Cited by 297
Smrcina, M., Lorenc, M., Hanus, V., Sedmera, P., & Kocovsky, P. (1992) · The Journal of Organic Chemistry · doi:10.1021/jo00032a055 · Cited by 248
Cited by
Green Chemistry: Principles and Practice
Anastas, P., & Eghbali, N. (2010) · Chem. Soc. Rev. · doi:10.1039/b918763b · Cited by 5,256
Cho, S. H., Kim, J. Y., Kwak, J., & Chang, S. (2011) · Chemical Society Reviews · doi:10.1039/c1cs15082k · Cited by 2,358
Gorelsky, S. I., Lapointe, D., & Fagnou, K. (2012) · The Journal of Organic Chemistry · doi:10.1021/jo202342q · Cited by 438
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Metadata
- Authors
- Stuart, D. R., & Fagnou, K.
- Venue
- Science
- Published
- 2007-05-25
- Volume
- 316
- Issue
- 5828
- Pages
- 1172-1175
- ISSN
- 0036-8075 (ISSN-L)
- 1095-9203
- OpenAlex
- W2134311770
- Cited by
- 1,018
- References
- 7
- FWCI
- 50.77
- Type
- journal article
- Language
- en
- Open access
- closed
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