Rh(III)-Catalyzed [3 + 3] Annulation of Cyclopropenones with Iodonium Ylides for the Synthesis of 2,5-Dihydrochromenediones
Abstract
We report an efficient Rh(III)-catalyzed [3 + 3] annulation reaction between cyclopropenones and iodonium ylides. This process proceeds via a ring-opening/ring-closing mechanism to afford a diverse range of 2,5-dihydrochromenedione derivatives. The reaction demonstrates a broad substrate scope and good functional group tolerance, with moderate to excellent yields. The synthetic utility of this methodology is further highlighted by a gram-scale synthesis and successful derivatization of the resulting 2,5-dihydrochromenediones.
Fields of Study & Subjects
Cyclopropane Reaction Mechanisms
Catalytic Alkyne Reactions
Catalytic C–H Functionalization Methods
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 6
- Pages
- 2506–2514
- Publication date
- 4 February 2026
- Language
- EN