Photoinduced Copper-Catalyzed Coupling of Acylsilanes with Indoles or Electron-Rich Arenes
Although the reactions of electrophilic Fischer-type metal siloxycarbenes catalytically generated in situ from acylsilanes with a single nucleophile have been documented, the coupling of acylsilanes with two nucleophiles remains unexplored. Herein, we demonstrate that acylsilanes can act as effective cationic carbyne equivalents under visible-light-driven copper catalysis, enabling their coupling with diverse indoles or electron-rich arenes. This strategy operates under mild, redox-neutral conditions and exhibits broad functional group compatibility. Furthermore, the protocol provides a versatile platform for synthesizing symmetric aryl(bisindolyl)methanes and unsymmetric triarylmethane derivatives with high efficiency.
Authors
- Pengfei Xia (ORCID: https://orcid.org/0000-0002-6615-9888)
- Jian-Hong Fan (ORCID: https://orcid.org/0009-0009-0136-8281)
- Cheng Liu (ORCID: https://orcid.org/0000-0001-7032-2310)
- Jing Yuan (ORCID: https://orcid.org/0000-0002-3317-1450)
- Jiao Zhou (ORCID: https://orcid.org/0000-0002-4015-427X)
Institutions
- Hunan Institute of Science and Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-11
- DOI
- https://doi.org/10.1021/acs.orglett.5c01732
- Citations
- 1
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province