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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.

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

Organic & biomolecular chemistry (2012-06-15)
Gunasekar Ramachandran, Natesan S Karthikeyan, Periyasamy Giridharan, Kulathu I Sathiyanarayanan
RÉSUMÉ

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.

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Sigma-Aldrich
2-Pyrrolidinone, ≥99%
Sigma-Aldrich
2-Pyrrolidinone, 99%
Sigma-Aldrich
2-Pyrrolidinone, purum, ≥98.0% (GC)