Graphic summary. Credit: Journal of the American Chemical Society (2022). DOI: 10.1021/jacs.2c09479
Benzazepines can be found in a wide variety of natural products and pharmaceuticals. Most of these compounds are chiral, existing in two enantiomeric forms. The synthesis of chiral stereocentric benzazepines represents an ongoing challenge because selective access to these compounds often requires multiple steps to successfully obtain them.
Recently published work Journal of the American Chemical Society (JAKS) report a new methodology by researchers from the Center for Biological Chemistry and Molecular Materials Research (CiQUS) that allows the synthesis of these molecules (chiral benzazepines) in a shorter, more efficient and environmentally friendly way.
One of the research leaders, Prof. “Our methodology is based on the activation of specific CH bonds by an organometallic catalyst formed by a palladium metal and a novel chiral ligand developed in our laboratory,” said Moisés Gulías.
Ph.D. students José Manuel González and Xandro Vidal and co-directed by Prof. Mascareñas’ film, computational chemistry expert at CiQUS, Dr. It includes the collaboration of Manuel Ortuño.
The discovery of this new chiral ligand is expected to allow the development of other transformations involving enantioselective activation of CH bonds. Additionally, the methodology provides access to libraries of chiral benzazepine derivatives with novel biological properties.
José Manuel González et al., Chiral Ligands Based on Binaphthyl Scaffolds for Pd-Catalyzed Enantioselective C–H Activation/Cyclode Reactions, Journal of the American Chemical Society (2022). DOI: 10.1021/jacs.2c09479
Provided by the Center for Biological Chemistry and Molecular Materials Research (CiQUS).
Quotation: New methodology for synthesis of benzazepines (2022, Dec. 15), retrieved Dec. 15, 2022 from https://phys.org/news/2022-12-methodology-synthesis-benzazepines.html.
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