Catalytic Asymmetric Synthesis of 1,2-Fused Tricyclic Indoles Containing an Eight-Membered Biaryl Bridge
Abstract
We disclose herein a diastereo- and enantioselective synthesis of tricyclic indoles containing an eight-membered-ring-bridged biaryl architecture from 2-(2-aminoaryl)indoles and β,γ-unsaturated α-ketoesters. This Friedel–Crafts alkylation/dehydration process was efficiently catalyzed by an In(OTf) 3 –pybox complex to give the products featuring both central and axial chirality in generally high yields and stereoselectivities. A scale-up reaction and derivatization of the representative products were performed to study the synthetic potential of this transformation.
Fields of Study & Subjects
Axial and Atropisomeric Chirality Synthesis
Catalytic C–H Functionalization Methods
Asymmetric Synthesis and Catalysis
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 5
- Pages
- 1821–1825
- Publication date
- 28 January 2026
- Language
- EN