Molecules (Mar 2013)

Synthesis and Antimicrobial Activity of Novel Substituted Ethyl 2-(Quinolin-4-yl)-propanoates

  • Yong Zhou,
  • Kim Drummond Rainsford,
  • Keith Miller,
  • M. Akram Khan

DOI
https://doi.org/10.3390/molecules18033227
Journal volume & issue
Vol. 18, no. 3
pp. 3227 – 3240

Abstract

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Substituted 4-hydroxyquinolines were synthesized from anilines and diethyl 2-(ethoxymethylene)malonate by the Gould-Jacobs reaction via cyclization of the intermediate anilinomethylenemalonate followed by hydrolysis and decarboxylation. The 4-hydroxyquinolines reacted with phosphorous oxychloride to form 4-chloroquinolines, which reacted on heating with diethyl sodiomethylmalonate in DMF to yield moderate yields of substituted ethyl 2-(quinolin-4-yl)propanoates, many of which showed potent antimicrobial activity against Helicobacter pylori.

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