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Synfacts 2025; 21(02): 143
DOI: 10.1055/a-2496-9794
DOI: 10.1055/a-2496-9794
Metals in Synthesis
A Manganese-Catalyzed Knorr Pyrrole Synthesis
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
DOI: 10.1021/jacs.4c13266
A Catalytic Version of the Knorr Pyrrole Synthesis Permits Access to Pyrroles and Pyridines.
J. Am. Chem. Soc. 2024;
146: 32098-32104
DOI: 10.1021/jacs.4c13266
Keywords
amino alcohols - dehydrogenative coupling - Knorr pyrrole synthesis - manganese catalysis - pyrroles
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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