The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
Late‐Stage Functionalization of Biologically Active Heterocycles Through Photoredox Catalysis
Abstract
The direct CH functionalization of heterocycles has become an increasingly valuable tool in modern drug discovery. However, the introduction of small alkyl groups, such as methyl, by this method has not been realized in the context of complex molecule synthesis since existing methods rely on the use of strong oxidants and elevated temperatures to generate the requisite radical species. Herein, we report the use of stable organic peroxides activated by visible‐light photoredox catalysis to achieve the direct methyl‐, ethyl‐, and cyclopropylation of a variety of biologically active heterocycles. The simple protocol, mild reaction conditions, and unique tolerability of this method make it an important tool for drug discovery.
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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
Cited by
Photoredox Catalysis in Organic Chemistry
Shaw, M. H., Twilton, J., & MacMillan, D. W. C. (2016) · The Journal of Organic Chemistry · doi:10.1021/acs.joc.6b01449 · Cited by 3,186
The medicinal chemist's toolbox for late stage functionalization of drug-like molecules
Cernak, T., Dykstra, K. D., Tyagarajan, S., Vachal, P., & Krska, S. W. (2016) · Chemical Society Reviews · doi:10.1039/c5cs00628g · Cited by 1,743
Self-citationPhotoredox-Catalyzed C–H Functionalization Reactions
Holmberg-Douglas, N., & Nicewicz, D. A. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00311 · Cited by 989
Modern advances in heterocyclic chemistry in drug discovery
Taylor, A. P., Robinson, R. P., Fobian, Y. M., Blakemore, D. C., Jones, L. H., & Fadeyi, O. (2016) · Organic & Biomolecular Chemistry · doi:10.1039/c6ob00936k · Cited by 887
Late-stage C–H functionalization offers new opportunities in drug discovery
Guillemard, L., Kaplaneris, N., Ackermann, L., & Johansson, M. J. (2021) · Nature Reviews Chemistry · doi:10.1038/s41570-021-00300-6 · Cited by 837
Metadata
- Authors
- DiRocco, D. A., Dykstra, K., Krska, S., Vachal, P., Conway, D. V., & Tudge, M.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2014-03-26
- Volume
- 53
- Issue
- 19
- Pages
- 4802-4806
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2002874263
- Cited by
- 488
- References
- 1
- FWCI
- 18.65
- Type
- journal article
- Language
- en
- Open access
- closed
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- DiRocco, D. A., Dykstra, K., Krska, S., Vachal, P., Conway, D. V., & Tudge, M. (2014). Late‐Stage Functionalization of Biologically Active Heterocycles Through Photoredox Catalysis. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201402023
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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.
