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Molecules 2013, 18(3), 3227-3240; doi:10.3390/molecules18033227
Article

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

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Received: 30 January 2013; in revised form: 1 March 2013 / Accepted: 4 March 2013 / Published: 13 March 2013
(This article belongs to the Section Organic Synthesis)
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Abstract: 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.
Keywords: synthesis; 4-quinolylpropionic esters; Gould-Jacobs reaction; anti-microbial activity synthesis; 4-quinolylpropionic esters; Gould-Jacobs reaction; anti-microbial activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Khan, M.A.; Miller, K.; Rainsford, K.D.; Zhou, Y. Synthesis and Antimicrobial Activity of Novel Substituted Ethyl 2-(Quinolin-4-yl)-propanoates. Molecules 2013, 18, 3227-3240.

AMA Style

Khan MA, Miller K, Rainsford KD, Zhou Y. Synthesis and Antimicrobial Activity of Novel Substituted Ethyl 2-(Quinolin-4-yl)-propanoates. Molecules. 2013; 18(3):3227-3240.

Chicago/Turabian Style

Khan, M. A.; Miller, Keith; Rainsford, Kim D.; Zhou, Yong. 2013. "Synthesis and Antimicrobial Activity of Novel Substituted Ethyl 2-(Quinolin-4-yl)-propanoates." Molecules 18, no. 3: 3227-3240.


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