Abstract
A convenient and environmentally friendly procedure for the synthesis of polyhydroquinolines via a one-pot four-component reaction has been developed. A detailed mechanistic study of the reaction is presented.
Highlights
A convenient and environmentally friendly procedure for the synthesis of polyhydroquinolines via a onepot, four component condensation of different aromatic aldehydes with dimedone, ethyl acetoacetate and ammonium acetate has been developed
Multicomponent reactions are among the most important tools since they can produce large amounts of target products in economically and environmentally acceptable ways. 1,4-Dihydropyridines were rst synthesized by the Hantzsch reaction, which involves a multicomponent condensation of aldehydes with ethyl acetoacetate and ammonia in acetic acid or re uxing ethanol.[16]
100 C was determined to be the optimum temperature for the synthesis of polyhydroquinolines under solvent- and catalystfree conditions
Summary
A convenient and environmentally friendly procedure for the synthesis of polyhydroquinolines via a onepot, four component condensation of different aromatic aldehydes with dimedone, ethyl acetoacetate and ammonium acetate has been developed. To optimize the reaction conditions for the solvent- and catalyst-free synthesis of polyhydroquinolines, the effect of reaction temperatures was examined using benzaldehyde (1a), dimedone (2), ethyl acetoacetate (3) and ammonium acetate (4) as model substrates (Table 1).
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