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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 7
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Original Articles

Solvent-Free Synthesis of Dihydropyridines and Acridinediones via a Salicylic Acid–Catalyzed Hantzsch Multicomponent Reaction

, , , , &
Pages 959-967 | Received 12 Jul 2013, Published online: 24 Feb 2014
 

Abstract

A multicomponent Hantzsch synthesis of 1,4-dihydropyridines and acridinediones from commercially available aldehydes, ammonium acetate, and ethyl acetoacetate or dimedone, in the presence of salicylic acid as an efficient catalyst, in good yield and short reaction time is reported.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]

GRAPHICAL ABSTRACT

Notes

a All reactions were performed using benzaldehyde (1 equiv.), ethyl acetoacetate (2 equiv.), and ammonium acetate (4 equiv.).

b Isolated yields.

a All reactions were performed using aldehyde (1 equiv.), ethyl acetoacetate (2 equiv.), ammonium acetate (4 equiv.), and salicylic acid (0.2 equiv.) at 80 °C.

b Isolated yields.

a All reactions were performed using aldehyde (1 equiv.), dimedone (2 equiv.), ammonium acetate (4 equiv.), and salicylic acid (0.2 equiv.) at 80 °C.

b Isolated yields.

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