Rearrangement and Cyclization of Enamine Thianthrenium Salts: Effective Access to Substituted Indoles
A facile base-mediated cyclization and rearrangement of enamine thianthrenium salts for the construction of indole compounds is disclosed. In this reaction, sequential cleavage of two C-S bonds and subsequent formation of C-N and C-C bonds furnish a series of substituted indoles in moderate to good yields. Furthermore, an efficient late-stage functionalization of enamine compounds is established. The method features a wide substrate scope, good functional group tolerance, and low-cost starting materials.
Authors
- Zijing Bai (ORCID: https://orcid.org/0009-0000-2447-7661)
- Zhixin Ren (ORCID: https://orcid.org/0000-0003-4967-5028)
- Cheng-Bin Deng
- Peng Gao (ORCID: https://orcid.org/0009-0001-6814-505X)
- Wei Shi (ORCID: https://orcid.org/0000-0001-6618-3063)
Institutions
- Baoji University of Arts and Sciences (CN)
- Institute of Organic Chemistry with Centre of Phytochemistry (BG)
- Yuxi Normal University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-06-02
- DOI
- https://doi.org/10.1021/acs.joc.5c00299
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Baoji University of Arts And Sciences
- Natural Science Foundation of Shaanxi Province
- Yunnan Provincial Science and Technology Department
- Education Department of Shaanxi Province