Iridium-Catalyzed C-H Borylation of Cyclopropanes

摘要

The borylation of cyclopropanes catalyzed by the combination of (η~6-mes)IrBpin_3 or [Ir(COD)-OMe]_2 and a phenanthroline derivative is reported. The borylation occurs selectively at the methylene C-H bonds of the cyclopropane ring over methine or methyl C-H bonds. High diasteroselectivities were observed from reactions catalyzed by the combination of iridium and 2,9-Me_2phenanthroline. The cydopropylboronate esters that are generated are versatile synthetic intermediates that can be converted to trifluoroborate salts, boronic acids, cyclopropylarenes, cyclopropylamines, and cyclopropanols.