Issue 28, 2012

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

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

Supplementary files

Article information

Article type
Communication
Submitted
12 Mar 2012
Accepted
01 Jun 2012
First published
01 Jun 2012

Org. Biomol. Chem., 2012,10, 5343-5346

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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