✦ LIBER ✦
Copper(II)-Catalyzed CC Bond-Forming Reactions of α-Electron-Withdrawing Group-Substituted Ketene S,S-Acetals with Carbonyl Compounds and a Facile Synthesis of Coumarins
✍ Scribed by Hong-Juan Yuan; Mang Wang; Ying-Jie Liu; Qun Liu
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 169 KB
- Volume
- 351
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
A new catalytic C À C bond-forming reaction has been developed. Catalyzed by cheap and commercially available copper(II) bromide (CuBr 2 ; 10 mol%), the reactions of a-electron-withdrawing group (EWG)-substituted ketene S,S-acetals with aldehydes or ketones in acetonitrile at room temperature gave a variety of densely functionalized coupling products in excellent yields (80-98%). Based on this catalytic process, coumarin derivatives were efficiently synthesized when salicylaldehydes were selected as the carbonyl components.