Et3N-DMSO Supported One-pot Synthesis of Highly Fluorescent β-Carboline Linked Benzothiophenones via Sulphur Insertion and Estimation of Their Photophysical Properties

Submitting author affiliation:
Dr B R Ambedkar NIT Jalandhar, Jalandhar, India

Beilstein Arch. 2020, 202052.

Published 20 Apr 2020

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A robust transition metal-free strategy is presented to access novel β-carboline tethered benzothiophenone derivatives from 1(3)-formyl-β-carbolines using elemental sulphur activated by Et3N/DMSO. This expeditious catalyst-free reaction proceeds through the formation of β-carboline based 2-nitrochalcones followed by incorporation of sulphur to generate the multifunctional β-carboline linked benzothiophenones in good to excellent yields. The synthetic strategy can also be extended towards the synthesis of β-carboline linked benzothiophenes. Moreover, the products as afforded thereof emerged as promising fluorophores and displayed excellent light-emitting properties with quantum yield (ΦF) upto 47%.

Keywords: β-Carboline; Metal-free; Sulphur insertion; Benzothiophene; Photophysical properties

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Singh, D.; Kumar, V.; Singh, V. Beilstein Arch. 2020, 202052. doi:10.3762/bxiv.2020.52.v1

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