A facile synthesis of novel pyrrolo[3,4-b]quinolin-1-one derivatives

A simple and concise construction of a series of new quinoline-based isoindolin-l-ones, namely N-substituted-2,3-dihydro-1 H -pyrrolo[3,4- b ]quinolin-1-ones, wherein the benzene moiety of isoindolin-l-one is replaced by a quinoline ring has been achieved via a two-step procedure, involving the one-...

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Bibliographic Details
Published inResearch on chemical intermediates Vol. 42; no. 5; pp. 4273 - 4287
Main Authors Li, Kai, Fu, Xinbo, Zhao, Yanan, Gao, Wentao, Li, Yang
Format Journal Article
LanguageEnglish
Published Dordrecht Springer Netherlands 01.05.2016
Springer Nature
Subjects
Catalysis
Chemistry
Chemistry and Materials Science
Chemistry, Multidisciplinary
Inorganic Chemistry
Physical Chemistry
Physical Sciences
Science & Technology
Quinoline
Hybrid
One-pot synthesis
Isoindolin-l-one
Amine
ISOINDOLINONES
ONE-STEP SYNTHESIS
ANTICANCER AGENTS
ACID-DERIVATIVES
RECEPTOR LIGANDS
ANTIMALARIAL ACTIVITY
CONDENSATION CASCADE REACTION
ISOINDOLIN-1-ONES
HYBRIDS
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Summary:A simple and concise construction of a series of new quinoline-based isoindolin-l-ones, namely N-substituted-2,3-dihydro-1 H -pyrrolo[3,4- b ]quinolin-1-ones, wherein the benzene moiety of isoindolin-l-one is replaced by a quinoline ring has been achieved via a two-step procedure, involving the one-step synthesis of ethyl 2-chloromethyl-quinoline-3-carboxylate followed by its one-pot reaction with various amines in a refluxing EtOH–AcOH (v/v, 10:1) solvent system. These newly synthesized compounds could be good candidates for the development of lead compounds for use in medicinal chemistry.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-015-2273-1