Synfacts 2025; 21(02): 143
DOI: 10.1055/a-2496-9794
Metals in Synthesis

A Manganese-Catalyzed Knorr Pyrrole Synthesis

Contributor(s):
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Leinert M, Irrgang T, Kempe R *. Universität Bayreuth, Germany
A Catalytic Version of the Knorr Pyrrole Synthesis Permits Access to Pyrroles and Pyridines.

J. Am. Chem. Soc. 2024;
146: 32098-32104
 

Significance

Kempe and co-workers disclosed a catalytic protocol for the Knorr pyrrole synthesis from 1,2-amino alcohols and β-keto esters under dehydrogenative coupling using a manganese catalyst. This method enables access to highly functionalized pyrroles in good to high yields.


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Comment

NMR spectroscopic studies and control experiments support the shown mechanism. The catalytic protocol is also applicable for the synthesis of pyridines using 1,3-amino alcohols and β-keto esters via dihydropyridine intermediates (not shown).


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Publication History

Article published online:
28 January 2025

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