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CC BY-NC-ND 4.0 · SynOpen 2020; 04(04): 89-95
DOI: 10.1055/s-0040-1706391
DOI: 10.1055/s-0040-1706391
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A Task-Specific Ionic-Liquid-Mediated Solvent-Free Protocol for Direct Access to Dimethyl Acetal Protected Benzimidazole 2-Carboxaldehydes
The authors gratefully acknowledge financial support from the Science and Engineering Research Board (SERB), Govt. of India (Project No EMR/2016/001537). The authors are also grateful to the Department of Science and Technology, Ministry of Science and Technology, India for providing the 400 MHz NMR facility under the auspices of the DST-FIST programme (No SR/FST/CSI-263/2015).
Abstract
A robust and straightforward protocol has been developed for the synthesis of a diverse array of dimethyl acetal protected benzimidazole-2-carboxaldehydes by reacting various 2-amino aniline derivatives with methyl 4,4-dimethoxy-3-oxobutanoate using the task-specific imidazolium ionic liquid (HBIm·TFA) as a promoter for N-C/C-N annulation processes. The present protocol offers several advantages over existing protocols, such as single-step process, short reaction times, very mild reaction conditions, high yields, ease of purification, recovery and reusability of the catalyst, and scale-up of the reaction.
Key words
benzimidazole carboxaldehydes - dimethyl acetal - C–C bond cleavage - task-specific ionic liquidSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1706391.
- Supporting Information
Publication History
Received: 15 September 2020
Accepted after revision: 30 September 2020
Article published online:
26 October 2020
© 2020. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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