Chemoselective N1 or C3 Cyclization Reaction of Indoles with Tetrasubstituted Olefins: Diastereoselective Synthesis of Pyrroloindoles or Cyclopenta[<i>b</i>]indoles Tethered with Seven-Membered Rings
An efficient chemoselective N1 or C3 cyclization reaction of indoles with tetrasubstituted olefins for the diastereoselective synthesis of pyrroloindoles or cyclopenta[<i>b</i>]indoles tethered with seven-membered rings is described. The N1 cyclization reaction was realized in the presence of <i>t</i>-BuOK to give pyrroloindoles in median to excellent yields, whereas the C3 cyclization products were obtained in median to high yields with I<sub>2</sub> and Al (OTf)<sub>3</sub>.
Authors
- Lan Tu
- Lingkai Kong (ORCID: https://orcid.org/0000-0003-4162-2837)
- Zongkang Wang (ORCID: https://orcid.org/0000-0002-8024-4587)
- Peng He (ORCID: https://orcid.org/0009-0002-2457-5039)
- Nana Fei (ORCID: https://orcid.org/0000-0002-3531-622X)
- Yanjun Wang (ORCID: https://orcid.org/0009-0001-9975-4376)
- Yanzhong Li (ORCID: https://orcid.org/0000-0002-2898-3075)
- Ziyi Zhuang
Institutions
- Linyi University (CN)
- East China Normal University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-05-27
- DOI
- https://doi.org/10.1021/acs.joc.5c00038
- Citations
- 1
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province