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A convenient synthesis of bis(indolyl)methane derivatives using heteroaromatic isocyanurate ring functionalized MCM-41 as a new and highly efficient reusable catalyst
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1  Pharmaceutical and Biologically-Active Compounds Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran


Indole frameworks or scaffold are the most heterocyclic compounds in many biological systems that show medicinal properties and pharmacological activity.1 During the past, a large numeral of natural products containing bis(indolyl)methanes (BIM’s), which contain two indole or substituted indole units in a molecule, have been isolated from marine sources. The BIM’s exhibit antibacterial, antibiotics, analgesic and anti-inflammatory activities. They are also highly beneficial in promoting good estrogen and increase the body’s natural metabolism of hormones.2,3

In continuing to our ongoing efforts towards developing efficient catalysts for different MCRs 4,5, we report herein heteroaromatic isocyanurate ring functionalized MCM-41, as a new, efficient and recoverable catalyst, for the synthesis of BIM derivatives (Scheme 1).



­ Scheme 1. Representative examples of biologically active bisindolylmethane (BIM) derivatives.



(1) Shiri, M. Chemical reviews 2012, 112, 3508.

(2) Sarva, S.; Harinath, J. S.; Sthanikam, S. P.; Ethiraj, S.; Vaithiyalingam, M.; Cirandur, S. R. Chinese Chemical Letters 2016, 27, 16.

(3) Yaghoubi, A.; Dekamin, M. G.; Arefi, E.; Karimi, B. Journal of Colloid and Interface Science 2017, 505, 956.

(4) Dekamin, M. G.; Azimoshan, M.; Ramezani, L. Green Chemistry 2013, 15, 811.

(5) Dekamin, M. G.; Kazemi, E.; Karimi, Z.; Mohammadalipoor, M.; Naimi-Jamal, M. R. International journal of biological macromolecules 2016, 93, 767.

Keywords: Indole, bis(indolyl)methanes (BIM’s), MCM-41, recoverable catalyst