8-Aminoquinoline as a bidentate traceless directing group for Cu-catalyzed selective B(4,5)–H disulfenylation of<i>o</i>-carboranes
Yu Chen, Yangjian Quan, Zuowei Xie
Abstract
A traceless bidentate directing group guided copper catalyzed direct cage B(4,5)-H disulfenylation of o-carboranes has been achieved, leading to a series of B(4,5)-disulfenylated o-carborane derivatives in high yields with excellent regioselectivity. The in situ departure of the 8-aminoquinoline bidentate auxiliary circumvents additional processes for directing group removal, thus enhancing the atom-/step-economy.
Topics & Concepts
DenticityRegioselectivityChemistryCatalysisGroup (periodic table)Medicinal chemistryCombinatorial chemistryCarboraneCopperStereochemistryOrganic chemistryMetalBoron Compounds in ChemistryOrganoboron and organosilicon chemistryMetal-Organic Frameworks: Synthesis and Applications