Computational and experimental analysis of catalyst-free and expeditious synthesis of Benzo[4,5]imidazo[2,1-b]thiazole derivatives

Abstract

A greener and direct approach to the efficient synthesis of fused heterocyclic ring system benzo[4,5]imidazo[2,1-b]thiazoles via C–N and C–S bond formation in catalyst-free conditions has been reported using 2,2,2-trifluoroethanol (TFE) as a reaction medium at room temperature. The salient features of this approach include an elementary and clean reaction protocol to afford the desired product in higher yields in less reaction time with sufficient purity. This prominent moiety is frequently found in many natural bioactive occurring compounds and shows potential in synthesizing diverse biologically active compounds due to their therapeutic values. The synthesis of benzo[4,5]imidazo[2,1-b]thiazoles was confirmed by spectral analysis and also by DFT studies.

GRAPHICAL ABSTRACT

KEYWORDS:

• Benzo[4,5]imidazo[2,1-b]thiazole; catalyst-free
• 2,2,2-trifluoroethanol
• DFT studies
• greener approach

Acknowledgements

Authors thank DST, New Delhi, for a start-up grant (SERB). We thank Malaviya National Institute of Technology (MNIT) Jaipur and Central Drug Research Institute (CDRI), Lucknow, for the spectral and elemental analysis.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was supported by SERB [grant number YSS/2015/000972].