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Functionally Diverse Nucleophilic Trapping of Iminium Intermediates Generated Utilizing Visible Light
Open accessAbstract
Our previous studies into visible-light-mediated aza-Henry reactions demonstrated that molecular oxygen played a vital role in catalyst turnover as well as the production of base to facilitate the nucleophilic addition of nitroalkanes. Herein, improved conditions for the generation of iminium ions from tetrahydroisoquinolines that allow for versatile nucleophilic trapping are reported. The new conditions provide access to a diverse range of functionality under mild, anaerobic reaction conditions as well as mechanistic insights into the photoredox cycle.
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Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Reconfigurable system for automated optimization of diverse chemical reactions
Bédard, A.-C., Adamo, A., Aroh, K. C., Russell, M. G., Bedermann, A. A., Torosian, J., Yue, B., Jensen, K. F., & Jamison, T. F. (2018) · Science · doi:10.1126/science.aat0650 · Cited by 482
Metadata
- Authors
- Freeman, D. B., Furst, L., Condie, A. G., & Stephenson, C. R. J.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-12-08
- Volume
- 14
- Issue
- 1
- Pages
- 94-97
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2332359018
- Cited by
- 388
- References
- 0
- FWCI
- 20.80
- Type
- journal article
- Language
- en
- Open access
- green
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- CoChat. (2026). Citation check: Functionally Diverse Nucleophilic Trapping of Iminium Intermediates Generated Utilizing Visible Light. https://app.cochat.ai/papers/10.1021/ol202883v
- The paper
- Freeman, D. B., Furst, L., Condie, A. G., & Stephenson, C. R. J. (2012). Functionally Diverse Nucleophilic Trapping of Iminium Intermediates Generated Utilizing Visible Light. Organic Letters. https://doi.org/10.1021/ol202883v
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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