Pd-Catalyzed Carboetherification of β,γ-Unsaturated Oximes: A Novel Approach to Δ2-Isoxazolines
Organic Letters2008Vol. 10(9), pp. 1695–1698
Citations Over TimeTop 10% of 2008 papers
Abstract
A novel route to the synthesis of Delta2-isoxazoline derivatives is described. Reaction of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted Delta2-isoxazolines in good yields. The use of Xantphos as ligand is crucial for the transformation. The carboetherification products can be further converted to beta-hydroxy ketones in the presence of Fe powder and NH4Cl.
Related Papers
- → Xantphos doped Rh/POPs-PPh3 catalyst for highly selective long-chain olefins hydroformylation: Chemical and DFT insights into Rh location and the roles of Xantphos and PPh3(2017)85 cited
- → Ruthenium xantphos complexes in hydrogen transfer processes: reactivity and mechanistic studies(2008)54 cited
- → Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis(2018)9 cited
- → Synthesis of RuCl2(xantphos)L (L = PPh3, P(OPh)3, DMSO) complexes, and their catalytic activity for the addition of carboxylic acids onto olefins(2015)7 cited
- → XantPhos Pd-G3 as an Efficient Catalyst: Microwave-Assisted C–S Cross-Coupling Reaction in DMF(2022)2 cited