Copper-Catalyzed Asymmetric Propargylation of 5-Aminopyrazoles
Abstract
In this study, we describe a synthetic route to achieve enantioselective synthesis of a broad range of propargylated 5-aminopyrazoles by reacting 5-aminopyrazoles with propargyl acetates in the presence of a chiral Cu(I)-PyBOX complex and Brønsted base. The present catalytic system preferentially enables C -selective propargylation over N -selective propargylation of 5-aminopyrazoles, and the target products were obtained in very high yields (up to 99%) and enantioselectivities (up to 97:3 er). Additionally, a scale-up reaction and postsynthetic modifications of the products have been presented.
Fields of Study & Subjects
Catalytic Alkyne Reactions
Asymmetric Synthesis and Catalysis
Catalytic C–H Functionalization Methods
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 20
- Pages
- 6214–6219
- Publication date
- 8 May 2026
- Language
- EN