Robustaflavone, intermediates and analogues and method for preparation thereof
US6225481A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Aug 21, 1998 |
| Grant date | May 1, 2001 |
| Priority date | — |
| Expiry date | Aug 21, 2018 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07F7/2208
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Robustaflavone, intermediates and analogues thereof and a method for synthesizing the same are provided. The method involves constructing apigenin ethers containing functionalities at the 6- and 3'-positions which could be cross-coupled using transition metal catalysis. The method also involves development of a regioselective iodination of an apigenin derivative at the 6-position, formation of an apigenin 3'-boronate using a palladium-catalyzed exchange of the corresponding 3'-iodide with a diboron reagent. Finally, Suzuki coupling to form the sterically congested 6-3'" biaryl bond of robustaflavone provides access to the desired biflavanoid system. Robustaflavone intermediates and analogues may be used to prepare analogues of other biflavanoids such as hinokifavone, rhusflavone and succedaneaflavone.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.