Synthesis of Nitrogen Heterocycles via Directed Carbonylative C–C Bond Activation of Cyclopropanes
Keywords:C–c bond activation, Carbonylation, Cycloaddition, Cyclopropane, Rhodium
AbstractThis review concentrates on recent developments from our laboratory concerning the Rh-catalyzed carbonylative C–C bond activation of cyclopropanes. Specifically, we have found that N-based directing groups are effective at controlling the regioselectivity of C–C bond activation during the formation of rhodacyclopentanone intermediates. These engage tethered ?-unsaturated components (e.g. alkenes) or conventional nucleophiles in cycloaddition and heterocyclization processes, respectively. Using this approach, direct and modular access to a wide range of complex heterocyclic ring systems is achieved. The review summarizes the scope of our methodologies and outlines key mechanistic features.
How to Cite
A. G. Dalling, J. F. Bower, Chimia 2018, 72, 595, DOI: 10.2533/chimia.2018.595.
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