Rh(III)‐Catalyzed (Benz)imidazole‐Directed [4+2] Cyclization of Indoles With Maleimides: Facile Access to C6‐Fused Indole Polyheterocyclic Compounds
We report the first rhodium (III)‐catalyzed, (benz)imidazole‐directed site‐ selective [4+2] cyclization of indoles with maleimides, enabling the efficient synthesis of C6‐fused polyheterocyclic indoles. This strategy features with wide substrate scope and excellent functional group tolerance. Mechanistic insights were gained through control experiments, deuterium‐labeling, and competitive studies. Application of this methodology produced novel heterocycles via simple postsynthetic chemical transformations, showcasing the synthetic utility of this approach.
Authors
- Shuangyuan Chen (ORCID: https://orcid.org/0009-0000-8669-360X)
- Qingqing Wu (ORCID: https://orcid.org/0000-0001-8087-2420)
- Maaz Khan (ORCID: https://orcid.org/0000-0002-0337-8848)
- Pankaj Jadhav (ORCID: https://orcid.org/0000-0002-0450-0008)
- Guilong Zhao (ORCID: https://orcid.org/0000-0001-8170-2909)
- Qiang Wang (ORCID: https://orcid.org/0000-0001-7301-9341)
Institutions
- Dalian Ocean University (CN)
- Guiyang Medical University (CN)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Materia Medica (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-12-12
- DOI
- https://doi.org/10.1002/ejoc.202500924
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00