VB Chemical Research LLC’s Post

We are thrilled to highlight a remarkable contribution from #Guodu Liu’s group at Inner Mongolia University highlights the innovative application of the Biaryl phosphine ligand (L1, 1-(tert-butyl)-7-(2,6-dimethoxyphenyl)-2,3-dihydro-1H-phosphindole) in Suzuki-Miyaura cross-coupling reactions between aryl halides or pseudohalide and #alkylboronicacids. This work opens new avenues in the field and exemplifies pioneering advancements in #TransitionMetalCatalysis. Source: https://lnkd.in/g834hMF6 Why is this reaction so special? § Due to its versatility and robustness, the Suzuki-Miyaura cross-coupling reaction stands among the top-ranked carbon-carbon bond-forming reactions widely utilized in #drugdiscovery. § However, the Suzuki-Miyaura cross-coupling reaction encounters a notable limitation: β-hydride elimination, a frequent side reaction associated with alkyl fragments (particularly those containing β-hydrogens) in transition metal catalysis. This side reaction often competes with and challenges the desired cross-coupling reaction. § The innovative approach developed here effectively addresses this challenge by preventing β-hydride elimination and enabling smooth cross-coupling with alkyl partners through the selection of a suitable phosphine ligand (L1). This advancement demonstrates significant utility for industrial applications. Key Advantages of This Method: ·       Water-Soluble Byproducts: The reaction byproducts (boric acid or borate) are water-soluble, allowing for easy removal through aqueous workup and simplifying the purification process. ·       Robust Process: This method accommodates a wide variety of coupling partners, including aryl, heteroaryl, and alkyl groups, even when they are sterically hindered. This versatility enhances its reliability and broadens its application across complex molecules. ·       Successful Application in Drug Synthesis: This approach contributed to the synthesis of lumacaftor, a critical component of the prescription medication #ORKAMBI® (lumacaftor/ivacaftor), used in the treatment of cystic fibrosis (CF). #vbchemicalresearch #crosscoupling #oncology #DrugSubstances #CDMO #CRO #networking #Pharma #Biotech #DrugDevelopment #CMC #SmallMolecules #Intermediates #API #Manufacturing