Cascade Cloke–Wilson Rearrangement of Enyne-Amides and 2-Bromomalonates to Construct 2,3-Furan-Fused Dihydropyrroles
Abstract
Reported herein is a cascade Cloke-Wilson rearrangement of enyne amides with bromomalonates, enabling the efficient construction of 2,3-furan-fused dihydropyrrole derivatives in good yields. Moreover, this strategy can be extended to other azadiene derivatives, providing access to tetra-substituted dihydropyrroles in moderate to excellent yields (40-88%). The use of inexpensive and readily available starting materials, broad substrate scope, mild reaction conditions, and the versatile synthetic utility of the resulting dihydropyrroles render this protocol an attractive and practical synthetic methodology.
Fields of Study & Subjects
Catalytic Alkyne Reactions
Catalytic Cross-Coupling Reactions
Synthesis and pharmacology of benzodiazepine derivatives
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 22
- Pages
- 7568–7574
- Publication date
- 21 May 2026
- Language
- EN