Synthesis of 8-Aryl-Substituted Coumarins based on Ring-Closing Metathesis and Suzuki-Miyaura coupling - synthesis of a Furyl Coumarin natural product from Galipea panamensis
- The synthesis of 7-methoxy-8-(4-methyl-3-furyl)-2H-chromen-2-one, a natural product with antileishmanial activity recently isolated from the plant Galipea panamensis, is described. The key step is a Suzuki-Miyaura coupling of a furan-3-boronic acid and an 8-halocoumarin, which is advantageously synthesized using a ring-closing metathesis reaction. Several non-natural analogues are also available along these lines.
| Author details: | Bernd SchmidtORCiDGND, Stefan Krehl, Alexandra Kelling, Uwe SchildeORCiDGND |
|---|---|
| DOI: | https://doi.org/10.1021/jo2026564 |
| ISSN: | 0022-3263 |
| Title of parent work (English): | The journal of organic chemistry |
| Publisher: | American Chemical Society |
| Place of publishing: | Washington |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2012 |
| Publication year: | 2012 |
| Release date: | 2017/03/26 |
| Volume: | 77 |
| Issue: | 5 |
| Number of pages: | 8 |
| First page: | 2360 |
| Last Page: | 2367 |
| Funding institution: | Deutsche Forschungsgemeinschaft |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
