Insertion of Polar and Nonpolar Unsaturated Molecules into Carbon−Rhenium Bonds Generated by C−H Bond Activation: Synthesis of Phthalimidine and Indene Derivatives
A rhenium complex, [ReBr(CO)(3)(thf)](2), catalyzes the reaction of an aromatic aldimine with an isocyanate and an acetylene to give a phthalimidine and an indene derivative in a quantitative yield, respectively. The reactions proceed via C-H bond activation, insertion of the isocyanate or the acetylene, intramolecular nucleophilic cyclization to the aldimine of the generated amido- or alkenyl-rhenium
An efficient ruthenium catalyst system for the direct ortho CH borylation of aromatic imines is described. The reaction of tert-butyl-1-arylmethanimines with pinacolborane in the presence of Ru(cod)(cot), followed by hydrolysis, to afford the ortho-formyl-substituted arylboronates. The borylation was achieved with complete mono-selectivity.
A New Synthetic Method for the Preparation of Indenones from Aromatic Imines. Ru<sub>3</sub>(CO)<sub>12</sub>-Catalyzed Carbonylation at an <i>ortho</i> C−H Bond in the Aromatic Imines