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One-pot reaction of 3-vinylchromones, aromatic aldehydes, and ammonium acetate: an efficient approach to highly functionalized 1,6-dihydropyridine derivatives.


ABSTRACT: In this work, we present an efficient strategy for the straightforward synthesis of functionalized 1,6-dihydropyridine derivatives via a three-component reaction of 3-vinylchromones, aromatic aldehydes, and ammonium acetate. A tandem procedure including in situ NH aldimine formation/Michael-type addition/opening of the pyrone ring/isomerization/6π-electrocyclization/[1,5]-H shift allows rapid access to a series of dihydropyridines bearing an ortho-hydroxybenzoyl and a benzoyl scaffold in good yields. Readily available precursors, simple heating conditions, and operational simplicity are some highlighted advantages of this transformation.

SUBMITTER: Farajpour B 

PROVIDER: S-EPMC11770593 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature