The DOI matches its Crossref record; 46 of the 46 references it cites were found in a registry or an index.
Visible Light-Mediated Direct Decarboxylative C–H Functionalization of Heteroarenes
Abstract
The direct visible light-mediated C–H alkylation of heteroarenes using aliphatic carboxylic acids is reported. This mild method proceeds at low catalyst loadings (0.5 mol %) and has a high functional group tolerance and a broad substrate scope. Notably, functionalization of (iso)quinoline, pyridine, phthalazine, benzothiazole, and other heterocyclic derivatives with both cyclic and acyclic primary, secondary, and tertiary carboxylic acids as well as amino and fatty acids proceeded under the standard conditions at room temperature. This protocol enables the rapid conversion of abundant feedstock materials into medically relevant “drug-like” moieties.
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Cites
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Visible light photoredox catalysis: applications in organic synthesis
Narayanam, J. M. R., & Stephenson, C. R. J. (2011) · Chem. Soc. Rev. · doi:10.1039/b913880n · Cited by 4,161
Visible light photocatalysis as a greener approach to photochemical synthesis
Yoon, T. P., Ischay, M. A., & Du, J. (2010) · Nature Chemistry · doi:10.1038/nchem.687 · Cited by 2,657
Solar Synthesis: Prospects in Visible Light Photocatalysis
Schultz, D. M., & Yoon, T. P. (2014) · Science · doi:10.1126/science.1239176 · Cited by 2,586
Visible‐Light Photoredox Catalysis
Xuan, J., & Xiao, W. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201200223 · Cited by 2,262
Merging photoredox with nickel catalysis: Coupling of α-carboxyl sp 3 -carbons with aryl halides
Zuo, Z., Ahneman, D. T., Chu, L., Terrett, J. A., Doyle, A. G., & MacMillan, D. W. C. (2014) · Science · doi:10.1126/science.1255525 · Cited by 1,611
Trifluoromethylation of arenes and heteroarenes by means of photoredox catalysis
Nagib, D. A., & MacMillan, D. W. C. (2011) · Nature · doi:10.1038/nature10647 · Cited by 1,327
Shining Light on Photoredox Catalysis: Theory and Synthetic Applications
Tucker, J. W., & Stephenson, C. R. J. (2012) · The Journal of Organic Chemistry · doi:10.1021/jo202538x · Cited by 1,158
Characterizing chain processes in visible light photoredox catalysis
Cismesia, M. A., & Yoon, T. P. (2015) · Chemical Science · doi:10.1039/c5sc02185e · Cited by 1,067
Photoredox functionalization of C–H bonds adjacent to a nitrogen atom
Shi, L., & Xia, W. (2012) · Chemical Society Reviews · doi:10.1039/c2cs35203f · Cited by 1,062
Cited by
Photoredox-Catalyzed C–H Functionalization Reactions
Holmberg-Douglas, N., & Nicewicz, D. A. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00311 · Cited by 989
Photocatalytic Late-Stage C–H Functionalization
Bellotti, P., Huang, H.-M., Faber, T., & Glorius, F. (2023) · Chemical Reviews · doi:10.1021/acs.chemrev.2c00478 · Cited by 623
Self-citationCatalytic enantioselective Minisci-type addition to heteroarenes
Proctor, R. S. J., Davis, H. J., & Phipps, R. J. (2018) · Science · doi:10.1126/science.aar6376 · Cited by 527
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Photoelectrochemical C−H Alkylation of Heteroarenes with Organotrifluoroborates
Yan, H., Hou, Z., & Xu, H. (2019) · Angewandte Chemie International Edition · doi:10.1002/anie.201814488 · Cited by 283
Metadata
- Authors
- Garza-Sanchez, R. A., Tlahuext-Aca, A., Tavakoli, G., & Glorius, F.
- Venue
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Published
- 2017-05-16
- Volume
- 7
- Issue
- 6
- Pages
- 4057-4061
- ISSN
- 2155-5435 (ISSN-L)
- OpenAlex
- W2613453516
- Cited by
- 285
- References
- 46
- FWCI
- 14.93
- Type
- journal article
- Language
- en
- Open access
- closed
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- Garza-Sanchez, R. A., Tlahuext-Aca, A., Tavakoli, G., & Glorius, F. (2017). Visible Light-Mediated Direct Decarboxylative C–H Functionalization of Heteroarenes. ACS Catalysis. https://doi.org/10.1021/acscatal.7b01133
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
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.