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Issue 28, 2012
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Efficient iodine catalyzed three components domino reaction for the synthesis of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives possessing anticancer activities

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Abstract

A simple and efficient three components domino reaction of γ-butyrolactam (2-pyrrolidinone), aromatic aldehyde and substituted thiophenol catalyzed by elemental iodine resulted in the formation of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives. The stability of the synthesized analogues was evaluated in stimulated gastric fluid (SGF) and bovine serum albumin (BSA). In vitro anticancer activity was investigated in the low micromolar range and a few analogues were found to possess good activity. This current protocol provides several advantages like shorter reaction time, excellent yield and convenient work-up.

Graphical abstract: Efficient iodine catalyzed three components domino reaction for the synthesis of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives possessing anticancer activities

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Publication details

The article was received on 12 Mar 2012, accepted on 01 Jun 2012 and first published on 01 Jun 2012


Article type: Communication
DOI: 10.1039/C2OB25530H
Citation: Org. Biomol. Chem., 2012,10, 5343-5346
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    Efficient iodine catalyzed three components domino reaction for the synthesis of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives possessing anticancer activities

    G. Ramachandran, N. S. Karthikeyan, P. Giridharan and K. I. Sathiyanarayanan, Org. Biomol. Chem., 2012, 10, 5343
    DOI: 10.1039/C2OB25530H

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