Palladium‐Catalyzed Carbonylative Annulation of 1‐Hydroxy‐<i>o</i>‐Carborane and Internal Alkynes via Regioselective B‐H Activation
Yik Ki Au, Yangjian Quan, Zuowei Xie
Abstract
A Pd-catalyzed three-component carbonylative-annulation of 1-hydroxy-o-carborane, internal alkyne and carbon monoxide has been achieved via direct and regioselective cage B-H activation. A class of C,B-substituted carborano-coumarin derivatives with potential applications in pharmaceuticals were facilely prepared in moderate to high yields with excellent chemoselectivity and regioselectivity. A plausible reaction mechanism including CO insertion, electrophilic B-H metalation, alkyne insertion and reductive elimination was proposed.
Topics & Concepts
RegioselectivityAnnulationPalladiumCatalysisChemistryCarboraneMedicinal chemistryCarbonylationOrganic chemistryCarbon monoxideBoron Compounds in ChemistryOrganoboron and organosilicon chemistryOrthopedic Infections and Treatments