Manganese‐Catalyzed Multicomponent Synthesis of Pyrroles through Acceptorless Dehydrogenation Hydrogen Autotransfer Catalysis: Experiment and Computation

A new base metal catalyzed sustainable multicomponent synthesis of pyrroles from readily available substrates is reported. The developed protocol utilizes an air‐ and moisture‐stable catalyst system and enables the replacement of themutagenic α‐haloketones with readily abundant 1,2‐diols. Moreover,...

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Veröffentlicht in:ChemSusChem 2019-07, Vol.12 (13), p.3083-3088
Hauptverfasser: Borghs, Jannik C., Azofra, Luis Miguel, Biberger, Tobias, Linnenberg, Oliver, Cavallo, Luigi, Rueping, Magnus, El‐Sepelgy, Osama
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Sprache:eng
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Zusammenfassung:A new base metal catalyzed sustainable multicomponent synthesis of pyrroles from readily available substrates is reported. The developed protocol utilizes an air‐ and moisture‐stable catalyst system and enables the replacement of themutagenic α‐haloketones with readily abundant 1,2‐diols. Moreover, the presented method is catalytic in base and the sole byproducts of this transformation are water and hydrogen gas. Experimental and computational mechanistic studies indicate that the reaction takes place through a combined acceptorless dehydrogenation hydrogen autotransfer methodology. Greener pyrroles: A new Mn‐catalyzed sustainable multicomponent synthesis of pyrroles from readily abundant 1,2‐diols is reported, which allows mutagenic α‐haloketones to be replaced. The developed protocol utilizes an air‐ and moisture‐stable catalyst system, is catalytic in base, and the sole byproducts of this transformation are water and hydrogen gas.
ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.201802416