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First Aminocatalytic Synthesis of Bis(indolyl)methanes and DFT Studies on the Reaction Pathway

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Abstract

Carbon–carbon bond-formation by aminocatalytic nucleophilic addition to aryl aldehyde ideally generates addition–elimination product. Here, we report an unexpected, yet efficient aminocatalytic nucleophilic addition of indole to aryl aldehydes to synthesize pharmacologically important bis(indolyl)methanes via aminocatalytic addition substitution reaction. Although many acid catalysed synthesis are reported, this is the first aminocatalytic synthesis of bis(indolyl)methanes.

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First aminocatalytic synthesis of bis(indolyl)methanes and DFT studies on the reaction pathway. Grace Basumatary, Rahul Mohanta, Satyajit Dey Baruah, Ramesh Ch. Deka, and Ghanashyam Bez.

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Acknowledgements

Grace Basumatary thanks the Department of Science and Technology, Govt. of India for INSPIRE fellowship. Sophisticated Analytical Instruments Facility (SAIF), North Eastern Hill University, Shillong is acknowledged for providing analytical data.

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Authors and Affiliations

  1. Department of Chemistry, North Eastern Hill University, Shillong, Meghalaya, 793022, India

    Grace Basumatary, Rahul Mohanta & Ghanashyam Bez

  2. Department of Chemical Sciences, Tezpur University, Napaam, Assam, 784028, India

    Satyajit Dey Baruah & Ramesh Ch. Deka

Authors
  1. Grace Basumatary
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  2. Rahul Mohanta
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  3. Satyajit Dey Baruah
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  4. Ramesh Ch. Deka
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  5. Ghanashyam Bez
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Correspondence to Ghanashyam Bez.

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Basumatary, G., Mohanta, R., Baruah, S.D. et al. First Aminocatalytic Synthesis of Bis(indolyl)methanes and DFT Studies on the Reaction Pathway. Catal Lett 150, 106–111 (2020). https://doi.org/10.1007/s10562-019-02932-2

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  • DOI: https://doi.org/10.1007/s10562-019-02932-2

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