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Trisulfur Radical Anion as the Key Intermediate for the Synthesis of Thiophene via the Interaction between Elemental Sulfur and NaO t Bu
Abstract
A facile base-promoted sulfur-centered radical generation mode and a single-step protocol for the synthesis of thiophene derivatives using 1,3-diynes via the interaction between elemental sulfur and NaOtBu has been reported. EPR experiments revealed that the trisulfur radical anion acts as a key intermediate of this process. A plausible mechanism has been proposed.
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Cited by
Steudel, R., & Chivers, T. (2019) · Chemical Society Reviews · doi:10.1039/c8cs00826d · Cited by 304
Nitroalkanes as thioacyl equivalents to access thioamides and thiopeptides
Wang, X., Xu, S., Tang, Y., Lear, M. J., He, W., & Li, J. (2023) · Nature Communications · doi:10.1038/s41467-023-40334-6 · Cited by 38
Metadata
- Authors
- Zhang, G., Yi, H., Chen, H., Bian, C., Liu, C., & Lei, A.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2014-11-19
- Volume
- 16
- Issue
- 23
- Pages
- 6156-6159
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2086302371
- Cited by
- 183
- References
- 0
- FWCI
- 5.78
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Trisulfur Radical Anion as the Key Intermediate for the Synthesis of Thiophene via the Interaction between Elemental Sulfur and NaO t Bu. https://app.cochat.ai/papers/10.1021/ol503015b
- The paper
- Zhang, G., Yi, H., Chen, H., Bian, C., Liu, C., & Lei, A. (2014). Trisulfur Radical Anion as the Key Intermediate for the Synthesis of Thiophene via the Interaction between Elemental Sulfur and NaO t Bu. Organic Letters. https://doi.org/10.1021/ol503015b
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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.