Well-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines

Herein, we report a simple, phosphine-free, and inexpensive catalytic system based on a manganese­(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles, and pyridines from amino alcohols and ketones. Several control experiments, kinetic studies, and DFT calcul...

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Bibliographic Details
Published in:Journal of organic chemistry 2022-07, Vol.87 (13), p.8351-8367
Main Authors: Maji, Ankur, Gupta, Shivangi, Maji, Milan, Kundu, Sabuj
Format: Article
Language:English
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Summary:Herein, we report a simple, phosphine-free, and inexpensive catalytic system based on a manganese­(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles, and pyridines from amino alcohols and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. We also detected two potential intermediates in the catalytic cycle using ESI-MS analysis. Based on these studies, a metal–ligand cooperative mechanism was proposed.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c00167