Five/Six-Membered benzolactams are significant block in both organic and medicinal chemistry. Achieving 5/6 membered benzolactamts from the same starting compound under varying reaction conditions presents a significant challenge. Herein, palladium-catalyzed free amine oriented regioselective C-H activations/carbonylations mediated by hexacarbonylmolybdenum, leading to diverse size of benzolactams respectively, have been developed. Six-membered dihydroisoquinolinones can be obtained selectively in acetic acid using benzoquinone as an oxidant. While unfavorable five-membered isoindolinones were formed in the presence of Cu(II) as an oxidant and dihydrooxazole ligands in 1,2-dichlorobenzene. The substituents on the phenyl ring also had a great influence on the regioselectivity of the reaction. In addition, an asymmetric version of the reaction has also been attempted preliminarily.

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