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 |
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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 |