Abstract
A method to directly convert 2-alkynylphenols to 3,4-difunctionalized benzofurans and polycyclic benzofurans was developed. This protocol involves a hypervalent-iodine-mediated oxidative dearomatization to break the aromaticity of 2-alkynylphenols, and a palladium-catalyzed domino reaction to install two functional groups at the C3 and the C4 positions and restore the aromaticity of benzofurans. Destruction and reconstruction: The combination of a hypervalent-iodine-mediated oxidative dearomatization and palladium-catalyzed domino reaction provides a practical approach to 3,4-difunctionalized benzofurans and polycyclic benzofurans from 2-alkynylphenols.
| Original language | English |
|---|---|
| Pages (from-to) | 6805-6809 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 53 |
| Issue number | 26 |
| DOIs | |
| State | Published - 23 Jun 2014 |
| Externally published | Yes |
Keywords
- benzofurans
- dearomatization
- domino reactions
- multicomponent reactions
- phenols