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J Am Chem Soc. 2013 Mar 27;135(12):4628-31. doi: 10.1021/ja400020e. Epub 2013 Mar 13.

Re/Mg bimetallic tandem catalysis for [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization.

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  • 1School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China.

Abstract

A rhenium-magnesium cocatalyzed [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization is described. The reaction features a divergent and high level of diastereoselectivities, which are readily switchable by subtle tuning of reaction conditions. Thus, a wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner. Moreover, mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.

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