The DOI matches its Crossref record; 30 of the 30 references it cites were found in a registry or an index.
External Oxidant-Free Oxidative Cross-Coupling: A Photoredox Cobalt-Catalyzed Aromatic C–H Thiolation for Constructing C–S Bonds
Abstract
An external oxidant-free oxidative coupling for aromatic C-H thiolation by visible-light photoredox cobalt-catalysis has been developed. Various substrates could afford benzothiazoles in good to excellent yields, and only H2 is generated as a side product. When catalytic TBAOH was used as the base, not only 2-aryl but also 2-alkylbenzothiazoles could be obtained through this novel dehydrogenative coupling reaction. This method could be scaled up and applied to the synthesis of biologically active molecules bearing benzothiazole structural scaffolds (potent antitumor agents). Furthermore, the unexpected oxidation byproduct amides, which are often generated in oxidative cyclization of thiobenzanilides, can be completely avoided. Mechanistic studies showed that the H2 originates from the substrates. The kinetic studies indicate that the interaction between the cobalt catalyst and proton might be involved in the rate-limiting process.
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
Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds
Miyaura, N., & Suzuki, A. (1995) · Chemical Reviews · doi:10.1021/cr00039a007 · Cited by 12,817
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions
Lyons, T. W., & Sanford, M. S. (2010) · Chemical Reviews · doi:10.1021/cr900184e · Cited by 6,119
Kalyanasundaram, K. (1982) · Coordination Chemistry Reviews · doi:10.1016/0010-8545(82)85003-0 · Cited by 1,943
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
Catalytic CC, CN, and CO Ullmann‐Type Coupling Reactions
Monnier, F., & Taillefer, M. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200804497 · Cited by 1,730
Beletskaya, I. P., & Ananikov, V. P. (2011) · Chemical Reviews · doi:10.1021/cr100347k · Cited by 1,675
Pavlishchuk, V. V., & Addison, A. W. (2000) · Inorganica Chimica Acta · doi:10.1016/s0020-1693(99)00407-7 · Cited by 1,518
Metal-Catalyzed Carbon−Sulfur Bond Formation
Kondo, T., & Mitsudo, T. (2000) · Chemical Reviews · doi:10.1021/cr9902749 · Cited by 1,415
Artero, V., Chavarot‐Kerlidou, M., & Fontecave, M. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201007987 · Cited by 1,393
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
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
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
Photoredox-Catalyzed C–H Functionalization Reactions
Holmberg-Douglas, N., & Nicewicz, D. A. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00311 · Cited by 989
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Metadata
- Authors
- Zhang, G., Liu, C., Yi, H., Meng, Q., Bian, C., Chen, H., Jian, J.-X., Wu, L.-Z., & Lei, A.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2015-07-20
- Volume
- 137
- Issue
- 29
- Pages
- 9273-9280
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W766751650
- Cited by
- 381
- References
- 30
- FWCI
- 20.68
- Type
- journal article
- Language
- en
- Open access
- closed
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
How to cite
Cite CoChat for the checks on this page, and the paper for its own findings.
- This page
- CoChat. (2026). Citation check: External Oxidant-Free Oxidative Cross-Coupling: A Photoredox Cobalt-Catalyzed Aromatic C–H Thiolation for Constructing C–S Bonds. https://app.cochat.ai/papers/10.1021/jacs.5b05665
- The paper
- Zhang, G., Liu, C., Yi, H., Meng, Q., Bian, C., Chen, H., Jian, J.-X., Wu, L.-Z., & Lei, A. (2015). External Oxidant-Free Oxidative Cross-Coupling: A Photoredox Cobalt-Catalyzed Aromatic C–H Thiolation for Constructing C–S Bonds. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.5b05665
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.
