Anti‐Markovnikov Hydroamination of 2‐Vinylindoles With Pyrazole Catalyzed by 1,1′‐Binaphthyl‐2,2′‐Diyl Phosphate
The development of novel, efficient, and green synthetic methods for N ‐alkylpyrazoles represents an important objective in the realm of organic chemistry. This study presents the first 1,1′‐binaphthyl‐2,2′‐diyl hydrogenphosphate ( PA)‐ mediated anti‐Markovnikov addition of 2‐vinylindoles to diverse N ‐nucleophiles, including pyrazole, 2 H −1,2,3‐triazole, 1 H ‐indazole, and N ‐methylaniline. This mild protocol affords a variety of N ‐alkyl pyrazole scaffolds in moderate to good yields with good regioselectivity, demonstrating broad generality toward mono‐, di‐, and trisubstituted alkenes. Based on deuterium‐labeling and radical trapping experiments, a PA‐mediated 1,4‐addition ionic mechanism is proposed.
Authors
- Tianhao Li (ORCID: https://orcid.org/0000-0002-1398-1181)
- Chang Li (ORCID: https://orcid.org/0000-0002-3267-1859)
- Jianwei Xie (ORCID: https://orcid.org/0000-0002-0491-6361)
- M.‐W. TANG
- Xianyan Jiao
- Ping Liu
- Jie Luo
- Deping He
Institutions
- Shihezi University (CN)
- Xinjiang University (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2026-02-24
- DOI
- https://doi.org/10.1002/ejoc.202501144
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00