Rh(III)-Catalyzed Indole Dearomative 1,2-Alkoxyl Shift Rearrangement
A Rh(III)-catalyzed dearomative C3 alkoxylation of indoles via cascade C(sp<sup>2</sup>)-H activation and 1,2-alkoxyl shift rearrangement has been developed. This method provides an efficient strategy to rapidly assemble 3-alkoxyindolin-2-one scaffolds using alcohols as alkoxyl sources. Mechanistic studies indicate that indolyl C2 alkoxylation followed by Ag(I)/Cu(II)-mediated 1,2-alkoxyl migration is involved in this transformation.
Authors
- Wei Zeng (ORCID: https://orcid.org/0000-0002-6113-2459)
- Huanfeng Jiang (ORCID: https://orcid.org/0000-0002-4355-0294)
- Jianzhang Li (ORCID: https://orcid.org/0000-0002-4590-2919)
- Can Yang (ORCID: https://orcid.org/0000-0002-4284-6245)
- Ying Xie (ORCID: https://orcid.org/0000-0002-0237-3244)
- Lixing Shen
Institutions
- Key Laboratory of Guangdong Province (CN)
- Sichuan University of Science and Engineering (CN)
- South China University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c01051
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- National Natural Science Foundation of China
- Basic and Applied Basic Research Foundation of Guangdong Province