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Catalyst-controlled three-component reaction of pyridine-2-carboxaldehyde, aromatic aldehydes, and ammonium acetate: Site-selective synthesis of divergent imidazo[1,5-a]pyridin-1-imine derivatives
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DOI：10.1016/j.tetlet.2026.156000.png)
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Abstract
En 中文
An efficient selectivity-modulated three-component tandem cyclization protocol to access structurally novel imidazo[1,5-a]pyridin-1-imine derivatives was developed from pyridine-2-carboxaldehyde, aromatic aldehydes, and ammonium acetate. Under the MnCl2/acetonitrile system, a series of 3-(2-pyridyl)-N-(phenylmethylene) imidazo[1,5-a]pyridin-1-amine derivatives were successfully afforded in 17-68% yields. However, under the CoCl2/dimethylsulfoxide system, 3-phenyl-N-(phenylmethylene)imidazo[1,5-a]pyridin-1-amine derivatives were generated in 17-43% yields. By holding the advantage of readily available raw materials, mild reaction conditions, broad substrate scope and flexible control over product structures, this novel synthetic method offers an alternative way to imidazo[1,5-a]pyridin-1-imine compounds.
Keywords:
Multi-component reaction
Transition-metal catalysis.
Cyclization.
Heterocycle synthesis.
Journal
T
IF:
1.5
Papers:
148
Citations:
4.2W
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Cited Papers