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Issue 44, 2019
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Thiamine hydrochloride as a recyclable organocatalyst for the synthesis of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarins

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Abstract

Thiamine hydrochloride was identified as an eco-friendly organocatalyst for the synthesis of a broad range of bis(indolyl)methanes in good to excellent yields. Green chemistry matrix calculations showed high atom economy and a small E-factor for the reaction. Moreover, the simple and easy operational protocol using a small amount of thiamine hydrochloride (1 mol%) makes this procedure an alternative approach for this transformation industrially. This protocol was also extended to the synthesis of naturally occurring alkaloids such as tris(indolyl)methane, arundine, vibrindole A, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarin derivatives.

Graphical abstract: Thiamine hydrochloride as a recyclable organocatalyst for the synthesis of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarins

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Publication details

The article was received on 26 Sep 2019, accepted on 23 Oct 2019 and first published on 24 Oct 2019


Article type: Paper
DOI: 10.1039/C9OB02090J
Org. Biomol. Chem., 2019,17, 9620-9626

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    Thiamine hydrochloride as a recyclable organocatalyst for the synthesis of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarins

    S. Mathavan, K. Kannan and R. B. R. D. Yamajala, Org. Biomol. Chem., 2019, 17, 9620
    DOI: 10.1039/C9OB02090J

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