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SiO2-Diphenic acid: An efficient and recyclable heterogeneous catalyst for one-pot synthesis of bis-(indolyl)methane derivatives in liquid phase

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Abstract

An eco-friendly and expedient procedure for one-pot synthesis of bis-(indolyl)methane derivatives via electrophilic substitution reaction at C-3 position of indole with various aldehydes has been developed by using silica-diphenic acid as a novel heterogeneous catalyst. This method has various promising features such as short reaction time, easy work-up procedure, good yield of products and remarkable activity and selectivity of the catalyst.

The aim of this work is to highlight the efficiency and suitability of silica-diphenic acid as a supported solid acid catalyst for the synthesis of bis-(indolyl)methane derivatives from a one-pot condensation reaction of various substituted aldehydes and indole in acetonitrile at 60°C.

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Acknowledgements

We are grateful to Director, IIIM, Jammu, for recording mass spectral data and also extend my sincere thanks to Department of Chemistry, University of Jammu, for recording 1H-NMR, 13C-NMR, and IR spectral data of products and TGA and IR of the catalyst. We are also thankful to IIT Bombay for SEM and TEM studies of the catalyst.

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Correspondence to M GUPTA.

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Supplementary Information

The 1H-NMR, 13C-NMR, and mass spectra of 2-Flourophenyl-3, 3 '-bis-(indolyl) methane have been shown in the supplementary information available at www.ias.ac.in/chemsci.

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VAID, R., GUPTA, M., CHAMBYAL, O.S. et al. SiO2-Diphenic acid: An efficient and recyclable heterogeneous catalyst for one-pot synthesis of bis-(indolyl)methane derivatives in liquid phase. J Chem Sci 127, 987–997 (2015). https://doi.org/10.1007/s12039-015-0859-1

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  • DOI: https://doi.org/10.1007/s12039-015-0859-1

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