Synergistic cesium carbonate-promoted dehydration of ketonitrones: stereoselective synthesis of indenyl-2-azadienes
Abstract
/toluene system to afford 2-azadienes in high yields with excellent selectivity. Control experiments indicated that the synergistic cesium ion-directed deprotonation of the α-hydrogen of the ketonitrone generating a carbanion intermediate is the key step in the dehydration process. Moreover, 1-aminoindane, a privileged scaffold present in numerous pharmaceutical agents, is readily accessible through the selective reduction of 2-azadiene.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Catalytic Cross-Coupling Reactions
Synthesis of heterocyclic compounds
Publication details
- Journal / source
- Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Volume
- 62
- Issue
- 51
- Pages
- 12954–12958
- Publication date
- 1 January 2026
- Language
- EN