The DOI matches its Crossref record; 26 of the 26 references it cites were found in a registry or an index.
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.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Ru(II) polypyridine complexes: photophysics, photochemistry, eletrochemistry, and chemiluminescence
Juris, A., Balzani, V., Barigelletti, F., Campagna, S., Belser, P., & von Zelewsky, A. (1988) · Coordination Chemistry Reviews · doi:10.1016/0010-8545(88)80032-8 · Cited by 4,862
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
Self-citationYeung, C. S., & Dong, V. M. (2011) · Chemical Reviews · doi:10.1021/cr100280d · Cited by 3,857
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
Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes
Nicewicz, D. A., & MacMillan, D. W. C. (2008) · Science · doi:10.1126/science.1161976 · Cited by 2,489
Kalyanasundaram, K. (1982) · Coordination Chemistry Reviews · doi:10.1016/0010-8545(82)85003-0 · Cited by 1,943
Electron Transfer in Chemistry
(2001) · Wiley eBooks · doi:10.1002/9783527618248 · Cited by 1,424
Efficient Visible Light Photocatalysis of [2+2] Enone Cycloadditions
Ischay, M. A., Anzovino, M. E., Du, J., & Yoon, T. P. (2008) · Journal of the American Chemical Society · doi:10.1021/ja805387f · Cited by 1,167
Electron-Transfer Photoredox Catalysis: Development of a Tin-Free Reductive Dehalogenation Reaction
Narayanam, J. M. R., Tucker, J. W., & Stephenson, C. R. J. (2009) · Journal of the American Chemical Society · doi:10.1021/ja9033582 · Cited by 1,005
Self-citationVisible-Light Photoredox Catalysis: Aza-Henry Reactions via C−H Functionalization
Condie, A. G., González-Gómez, J. C., & Stephenson, C. R. J. (2010) · Journal of the American Chemical Society · doi:10.1021/ja909145y · Cited by 822
Self-citation
Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
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
Dual Catalysis Strategies in Photochemical Synthesis
Skubi, K. L., Blum, T. R., & Yoon, T. P. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00018 · Cited by 2,686
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
The Cross‐Dehydrogenative Coupling of CH Bonds: A Versatile Strategy for CC Bond Formations
Girard, S. A., Knauber, T., & Li, C. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201304268 · Cited by 1,861
Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis
Chan, A. Y., Perry, I. B., Bissonnette, N. B., Buksh, B. F., Edwards, G. A., Frye, L. I., Garry, O. L., Lavagnino, M. N., Li, B. X., Liang, Y., et al. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00383 · Cited by 1,754
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
Self-citationCarbon–Carbon Bond Forming Reactions via Photogenerated Intermediates
Ravelli, D., Protti, S., & Fagnoni, M. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00662 · Cited by 1,109
Photoredox-Catalyzed C–H Functionalization Reactions
Holmberg-Douglas, N., & Nicewicz, D. A. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00311 · Cited by 989
Organocatalysis in Inert C–H Bond Functionalization
Qin, Y., Zhu, L., & Luo, S. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00657 · Cited by 785
Buglioni, L., Raymenants, F., Slattery, A., Zondag, S. D. A., & Noël, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00332 · Cited by 781
Nguyen, J. D., D'Amato, E. M., Narayanam, J. M. R., & Stephenson, C. R. J. (2012) · Nature Chemistry · doi:10.1038/nchem.1452 · Cited by 766
Self-citationSynthetic applications of photoredox catalysis with visible light
Xi, Y., Yi, H., & Lei, A. (2013) · Organic & Biomolecular Chemistry · doi:10.1039/c3ob40137e · Cited by 658
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
DiRocco, D. A., & Rovis, T. (2012) · Journal of the American Chemical Society · doi:10.1021/ja3030164 · Cited by 573
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
Illuminating Photoredox Catalysis
McAtee, R. C., McClain, E. J., & Stephenson, C. R. J. (2019) · Trends in Chemistry · doi:10.1016/j.trechm.2019.01.008 · Cited by 473
Self-citationVisible-light radical reaction designed by Ru- and Ir-based photoredox catalysis
Koike, T., & Akita, M. (2014) · Inorg. Chem. Front. · doi:10.1039/c4qi00053f · Cited by 454
Dehydrierende Kreuzkupplungen von C‐H‐Bindungen: vielseitige Verfahren zur Bildung von C‐C‐Bindungen
Girard, S. A., Knauber, T., & Li, C. (2014) · Angewandte Chemie · doi:10.1002/ange.201304268 · Cited by 416
Facile Synthesis of Z-Alkenes via Uphill Catalysis
Singh, K., Staig, S. J., & Weaver, J. D. (2014) · Journal of the American Chemical Society · doi:10.1021/ja5019749 · Cited by 396
Bergonzini, G., Schindler, C. S., Wallentin, C.-J., Jacobsen, E. N., & Stephenson, C. R. J. (2014) · Chem. Sci. · doi:10.1039/c3sc52265b · Cited by 277
Self-citationTransition Metal Photoredox Catalysis of Radical Thiol-Ene Reactions
Tyson, E. L., Ament, M. S., & Yoon, T. P. (2013) · The Journal of Organic Chemistry · doi:10.1021/jo3020825 · Cited by 275
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
- 26
- FWCI
- 20.80
- Type
- journal article
- Language
- en
- Open access
- green
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
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.
