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Updated: Aug 29, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
The regioselective one-pot four-component synthesis of novel functionalized 4H-pyrano[2, 3-b]quinoline derivatives
Masumeh Heydari1, Ali Asghar Mohammadi2, Mohammadreza Mosleh1
1Chemistry and Chemical Engineering Research Center of Iran, Tehran, Iran.
Abstract:
This study deals with the synthesis of the regioselective and facile domino one-pot four-component reaction of 2-chloroquinoline-3-carbaldehydes, 1, 3-cyclodione compounds (as cyclic active methylene), ethyl acetoacetate (as β-keto ester), and hydrazine hydrate in the presence of DABCO as a homogeneous organocatalyst yielding a novel series of 4H-pyrano[2, 3-b]quinolones. This multicomponent reaction has some advantages; the significant one is C-O bond formation under metal-free conditions. Other benefits include simple procedure, mild and green condition, high yield, easy purification, and excellent regioselectivity. All polycyclic products (7a-k, 11 new compounds) were characterized by IR, 1H NMR, 13C NMR, and mass spectra.
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