Abstract:An efficient and simple method has been reported for the synthesis of 2,3,4‐trisubstituted quinolines through zwitterion intermediate under reflux condition in presence of sulfuric acid. The formed dicarboxylate subsequently undergoes transesterification in various alcohols with good yields. Most of the synthesized compounds are newly reported characterized by spectroscopic method. J. Heterocyclic Chem., (2011).
“…Esterification of different carboxylic acids lead to the correspondent ethyl ester (2a-e) and further hydrazineloysed yielded the hydrazides (3a-e). 2,3,4-trisubstituted quinolines (6a-d) were synthesized from different aromatic amino ketones 4a,b and dialkylacetylenedicarboxylate 5a,b in ethanol as reported (25). The dicarboxyquinoline derivatives 7a,b were prepared from the corresponding quinolinedicarboxylates 6a-d by alkaline hydrolysis, which was acidified with 1:1 HCl at low temperature (26).…”
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“…Esterification of different carboxylic acids lead to the correspondent ethyl ester (2a-e) and further hydrazineloysed yielded the hydrazides (3a-e). 2,3,4-trisubstituted quinolines (6a-d) were synthesized from different aromatic amino ketones 4a,b and dialkylacetylenedicarboxylate 5a,b in ethanol as reported (25). The dicarboxyquinoline derivatives 7a,b were prepared from the corresponding quinolinedicarboxylates 6a-d by alkaline hydrolysis, which was acidified with 1:1 HCl at low temperature (26).…”
View related articles View Crossmark data Citing articles: 3 View citing articles A facile synthesis and antibacterial activity of novel pyrrolo[3,4-b]quinolin-2(3H)yl)benzamides
“…Thus, inspired by these fascinating aspects and in continuation of our efforts [35][36][37][38][39] to prepare vital heterocyclic molecules, herewith we put forth a highly proficient, less toxic method by utilizing a 1,3-dicarbonyl compound in multicomponent pattern.…”
An uncatalyzed efficient synthesis of bioactive pyridine derivatives has been investigated for the first time by a three-component sequential multicomponent reaction tackled with aromatic aldehydes, malononitrile, and 1,3-indandione via Knoevenagel condensation followed by Michael addition. The difference between the domino multicomponent and sequential multicomponent reaction is emphasized by this methodology. The reaction proceeds at ambient temperature without frequently useful N-source like ammonium salt for the construction of N-heterocycles, which makes this protocol a novel synthetic route for the preparation of the indenopyridine skeleton.Electronic supplementary material The online version of this article (
A Simple Synthesis of Trisubstituted Quinolines Through Transesterification. -(PATIL, D. R.; DESHMUKH, M. B.; SALUNKHE, S. M.; ANBHULE*, P. V.; J. Heterocycl. Chem. 48 (2011) 6, 1342-1346, http://dx.
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