CuCl-Promoted β-Acylation of Cyclopropanols with Thioesters
Abstract
CuCl-induced cyclopropyl alcohol ring-opening followed by β-acylation with thioester is reported. Cyclopropanols and thioesters with various substitution patterns were successfully subjected to the reaction, and a series of 1,4-dicarbonyl compounds were synthesized. The mechanistic investigation revealed the involvement of Cu(I)-homoenolate, which reacts with the thioester via oxidative addition. Both experimental and computational evidence were found. Operational simplicity, high chemo- and regioselectivity, and good to excellent yields are the core features of the presented approach.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Sulfur-Based Synthesis Techniques
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 11
- Pages
- 3553–3558
- Publication date
- 10 March 2026
- Language
- EN