Palladium-Catalyzed Reaction of 2-Alkynylanilines with 2-Vinylaziridines─Access to 3-Allylated Indoles
Reaction of 2-alkynylanilines with 2-vinylaziridines in dichloroethane in the presence of (CF<sub>3</sub>COO)<sub>2</sub>Pd (5 mol %), CF<sub>3</sub>COONa (2.0 equiv), and <i>N</i>,<i>N</i>-diisopropylethylamine (0.5 equiv) at 80 °C for 12 h produces 3-allylated indoles in 26 to 97% yields with <i>E</i>-configurated C-C double bonds. This protocol is air compatible, applicable for a wide range of substrates and tolerates functional groups including OMe, F, Cl, CF<sub>3</sub>, COOMe, NO<sub>2</sub>, SiMe<sub>3</sub>, and cyclopropyl groups.
Authors
- Xian Xiao (ORCID: https://orcid.org/0009-0007-2718-4371)
- Zhong‐Xia Wang (ORCID: https://orcid.org/0000-0001-8126-8778)
Institutions
- University of Science and Technology of China (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-11-12
- DOI
- https://doi.org/10.1021/acs.joc.5c02278
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00