Indium-Catalyzed Synthesis of 4-Alkynyl-2-quinolones Accompanied by Alkyne Migration
Abstract
A novel synthetic strategy facilitates the assembly of 4-alkynyl-2-quinolones from α-ketoamides equipped with a tethered alkyne. This process is distinguished by an unexpected internal alkyne migration that effectively relocates the alkyne moiety. Mechanistic insight reveals the intervention of a key allene intermediate, whose isomerization furnishes the product. The Lewis acid catalyst is shown to play a dual role in mediating the overall alkyne-allene-alkyne interconversion. The quinolone products themselves might act as versatile synthetic linchpins, providing diversity-oriented access to a range of complex heterocyclic architectures.
Fields of Study & Subjects
Catalytic Alkyne Reactions
Asymmetric Synthesis and Catalysis
Organic Chemistry Synthesis Methods
Publication details
- Journal / source
- Organic Letters
- Volume
- 28
- Issue
- 4
- Pages
- 1270–1275
- Publication date
- 19 January 2026
- Language
- EN