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Published on: June 21, 2017
Meta-Dehydrogenative Alkylation of Arenes with Ethers, Ketones, and Esters Catalyzed by Ruthenium
Gang Li1, Yuan Gao1, Chunqi Jia2
1College of Chemistry and Chemical Engineering, Henan Province Key Laboratory of New Optoelectronic Functional Materials, Anyang Normal University, Anyang 455002, P.R. China.
Abstract:
A meta-dehydrogenative alkylation of arenes with cyclic ethers, ketones, and esters catalyzed by ruthenium is achieved in the presence of a di-tert-butyl peroxide (DTBP) oxidant. Interestingly, when quinoline and isoquinoline are employed as the directing group, or a chain ether as alkylation reagent, the system produces Minisci reaction products. Mechanistic study indicates that meta-dehydrogenative alkylation is a radical process initiated by DTBP with the assistance of a CAr-Ru bond ortho/para-directing effect.
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