Direct and Regioselective Palladium(II)-Catalyzed B(4)–H Monoacyloxylation and B(4,5)–H Diacetoxylation of <i>o</i>-Carborane Acids with Phenyliodonium Dicarboxylates
Hyeongcheol Ham, Seohyun Shin, Gi Hoon Ko, Sang Hoon Han, Gi Uk Han, Chanyoung Maeng, Tae Hyeon Kim, Hee Chan Noh, Kyungsup Lee, Hanjoong Kim, Heejin Yang, Phil Ho Lee
Abstract
A direct B(4)–H monoacyloxylation via a Pd-catalyzed regioselective B(4)–H activation of o-carborane acids with phenyliodonium dicarboxylates was developed, and a series of B(4)–H monoacyloxylated o-carboranes decorated with active groups were synthesized with moderate to good yields as well as excellent selectivity. In addition, a direct B(4,5)–H diacetoxylation from o-carborane acids with phenyliodonium diacetate was demonstrated.
Topics & Concepts
ChemistryRegioselectivityCarboraneCatalysisPalladiumSelectivityMedicinal chemistryStereochemistryOrganic chemistryBoron Compounds in ChemistryOrthopedic Infections and TreatmentsTraumatic Brain Injury and Neurovascular Disturbances