Abstract

AbstractAn efficient procedure for the synthesis of bisindolylmethanes from condensation of indole and aromatic aldehydes or ketones is described. The aromatic electrophilic substitution reactions of indole with aromatic aldehydes and ketones are achieved in the presence of tetrabutylammonium hydrogen sulfate as a mild and efficient solid acid catalyst. This methodology offers several advantages such as good yields, simple procedure, mild and environmentally benign conditions.

Highlights

  • The indole ring system is present in many natural products, pharmaceuticals, and agrochemicals

  • Numerous inhibitory activities are reported for bisindolylmethanes (BIMs) derivatives in different cancer including bladder cancer, lung cancer cells, colon cancer, prostate cancer, breast tumor cells

  • We reported a mild and green procedure for the synthesis of mono- and di-bisindolylmethane derivatives via the reaction of indole and aldehydes or ketones in the presence of tetrabutylammonium hydrogen sulfate (TBAHS) as an efficient catalyst

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Summary

Introduction

The indole ring system is present in many natural products, pharmaceuticals, and agrochemicals. It is clear that due to the biological activities and versatile application possibilities of BIMs, there is a continuous quest for more efficient, green, and mild methods for indole derivatives synthesis.

Results
Conclusion

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