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Merck

Iridium-catalyzed C-H borylation of cyclopropanes.

Journal of the American Chemical Society (2013-02-21)
Carl W Liskey, John F Hartwig
要旨

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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Sigma-Aldrich
イリジウム, powder, 99.9% trace metals basis
Sigma-Aldrich
イリジウム, foil, thickness 0.25 mm, 99.9% trace metals basis
Sigma-Aldrich
イリジウム, evaporation slug, diam. × L 0.6 cm × 1.2 cm, 99.9% trace metals basis