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Issue 6, 2009
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Catalyst-free, step and pot economic, efficient mercaptoacetylative cyclisation in H2O: synthesis of 3-mercaptocoumarins

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Abstract

A novel, environmentally friendly, tandem Knoevenagel condensation and mercaptoacetylative cyclisation procedure is reported. The reaction between 2-methyl-2-phenyl-1,3-oxathiolan-5-one and a variety of salicylaldehydes was carried out in water to afford 3-mercaptocoumarins in excellent yields (82–97%). In this green synthetic protocol, water itself catalyses the reaction by hydrogen bonding and thus avoids the use of any other catalyst. Acetophenone obtained as a by-product was also recovered and recycled easily for further use.

Graphical abstract: Catalyst-free, step and pot economic, efficient mercaptoacetylative cyclisation in H2O: synthesis of 3-mercaptocoumarins

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Publication details

The article was received on 06 Mar 2009, accepted on 19 Mar 2009 and first published on 31 Mar 2009


Article type: Paper
DOI: 10.1039/B904655K
Citation: Green Chem., 2009,11, 878-882
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    Catalyst-free, step and pot economic, efficient mercaptoacetylative cyclisation in H2O: synthesis of 3-mercaptocoumarins

    L. D. S. Yadav, S. Singh and V. K. Rai, Green Chem., 2009, 11, 878
    DOI: 10.1039/B904655K

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