- Iridium-catalyzed C-H borylation of cyclopropanes.
Iridium-catalyzed C-H borylation of cyclopropanes.
Journal of the American Chemical Society (2013-02-21)
Carl W Liskey, John F Hartwig
PMID23421575
RÉSUMÉ
The borylation of cyclopropanes catalyzed by the combination of (η(6)-mes)IrBpin3 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-Me2phenanthroline. The cyclopropylboronate esters that are generated are versatile synthetic intermediates that can be converted to trifluoroborate salts, boronic acids, cyclopropylarenes, cyclopropylamines, and cyclopropanols.
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