Iridium(III)-Catalyzed B(4)-Acylmethylation and B(3,5)-Diacylmethylation from <i>o</i>-Carboranes and Sulfoxonium Ylides
Gi Hoon Ko, Kyusik Um, Hee Chan Noh, Jin Young Kim, Haneal Jeong, Chanyoung Maeng, Sang Hoon Han, Gi Uk Han, Phil Ho Lee
Abstract
An iridium(III)-catalyzed regioselective acylmethylation of the cage B(4)–H bond in o-carborane acids with sulfoxonium ylides is demonstrated through B(4)–H activation in ethanol under very mild conditions, affording a number of B(4)-acylmethylated o-carboranes. Additionally, the selective sequential B(4)- and B(6)-acylmethylation reactions finally gave B(3,5)-diacylmethylated o-carboranes in one pot.
Topics & Concepts
ChemistryIridiumRegioselectivityCatalysisMedicinal chemistryCarboraneStereochemistryCombinatorial chemistryOrganic chemistryBoron Compounds in ChemistryOrganoboron and organosilicon chemistryRadiopharmaceutical Chemistry and Applications