We
report herein the iridium-catalyzed meta-selective C–H
borylation of benzamides by using a newly designed 2,2′-bipyridine
(bpy) ligand bearing an alkylaluminum biphenoxide moiety. We also
demonstrate the iridium-catalyzed C3-selective C–H borylation
of pyridine with a 1,10-phenanthroline (Phen) ligand bearing an alkylborane
moiety. It is proposed that the Lewis acid–base interaction
between the Lewis acid moiety and the aminocarbonyl group or the sp2-hybridized nitrogen atom accelerates the reaction and controls
the site-selectivity.
We have developed a C2-selective mono-silylation of a variety of pyridines using a Rh-Al complex. Both the site- and mono-selectivity are controlled via the pyridine coordination to the Lewis- acidic...
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