Synthesis of α-trifluoromethyl-β-lactams via a copper-catalyzed Kinugasa reaction of nitrones with 3,3,3-trifluoropropyne and their defluorination
Abstract
generated 3,3,3-trifluoropropyne is reported. The reaction proceeds through the generation of the Cu(I) acetylide species, followed by a regioselective [3 + 2] cycloaddition sequence with rearrangement and elimination to construct substituted α-trifluoromethyl-β-lactam products in moderate to good yields. Aside from gram-scale synthesis, the prepared compounds were evaluated for late-stage functionalization including defluorination.
Fields of Study & Subjects
Fluorine in Organic Chemistry
Synthesis of β-Lactam Compounds
Click Chemistry and Applications
Publication details
- Journal / source
- Organic & Biomolecular Chemistry
- Volume
- 24
- Issue
- 9
- Pages
- 1908–1914
- Publication date
- 1 January 2026
- Language
- EN