Current advances in the synthetic strategies of 2-arylbenzothiazole

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COMPREHENSIVE REVIEW

Current advances in the synthetic strategies of 2‑arylbenzothiazole Ayushi Sethiya1   · Nusrat Sahiba1 · Pankaj Teli1 · Jay Soni1 · Shikha Agarwal1  Received: 17 August 2020 / Accepted: 12 October 2020 © Springer Nature Switzerland AG 2020

Abstract  Benzothiazole is a privileged scaffold in the field of synthetic and medicinal chemistry. Its derivatives and metal complexes possess a gamut of pharmacological properties and high degree of structural diversity that has proven it vital for the investigation for novel therapeutics. The 2nd position of benzothiazole is the most active site that makes 2-arylbenzothiazole as felicitous scaffolds in pharmaceutical chemistry. The extensive significance of benzo-fused heterocyclic moieties formation has led to broad and valuable different approaches for their synthesis. This review deals with the synthetic approaches developed so far for the synthesis of 2-arylbenzothiazoles. Moreover, this article abridges the publications devoted to the synthesis of this moiety over the last 6 years. This study gives a current precis of research on the fabrication of 2-arylbenzothiazoles through different synthetic pathways and shall be helpful for researchers and scientists who are working in this field to make more potent biologically active benzothiazole-based drugs.

* Shikha Agarwal [email protected] Ayushi Sethiya [email protected] 1



Department of Chemistry, Synthetic Organic Chemistry Laboratory, MLSU, Udaipur 313001, India

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Molecular Diversity

Graphic abstract

Keywords  2-Arylbenzothiazole · Green chemistry · Catalysis · Coupling reactions · 2-Aminothiophenol Abbreviations MWI Microwave irradiation MCR Multi-component reaction DMF Dimethylformamide SPC Sulfonated porous carbon DCM Dichloromethane THF Tetrahydrofuran DMSO Dimethyl sulfoxide TBHP Tert-butyl hydroperoxide IC50 Half Maximal inhibitory concentration PDB Protein data bank CEM Human T cell leukemia cell lines HeLa Human cervix carcinoma cells Mia Paca-2 Human pancreas carcinoma cells SK-Mel5 Human melanoma cells DNA Deoxyribose nucleic acid

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MCF-7 Human breast cancer cell line TEMPO 2,2,6,6-Tetramethylpiperidin-1-yl)oxyl RVC Reticulated vitreous carbon RFTA Riboflavin 2’,3’,4’,5’ tetraacetate PET Positron emission tomography PIB p-aminophenyl benzothiazole

Introduction Over the past decades, interdisciplinary research has gained huge attention among the researchers. Heterocycles act as a link between organic synthesis and pharmaceutical chemistry and encourage researchers to discover new drug candidates. One of the most prominent heterocycle is benzothiazole. The carbon at 2nd position is the most active site from

Molecular Diversity

synthetic and medicinal point of view. As per the structure activity relationship, changes in the functional group at 2nd position induce a tragic change in the biological activity of compounds. Numerous biologically potent molecules containing 2-substituted benzothiazole scaffolds have enormous