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
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.
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).
