CC BY-NC-ND 4.0 · SynOpen 2020; 04(04): 89-95
DOI: 10.1055/s-0040-1706391
psp

A Task-Specific Ionic-Liquid-Mediated Solvent-Free Protocol for Direct Access to Dimethyl Acetal Protected Benzimidazole 2-Carboxaldehydes

Barnali Deb
a   Department of Chemistry, Tripura University, Suryamaninagar, 799 022, India   eMail: smajumdar@tripurauniv.in
,
Ankita Chakraborty
a   Department of Chemistry, Tripura University, Suryamaninagar, 799 022, India   eMail: smajumdar@tripurauniv.in
,
Jewel Hossain
b   Department of Chemistry, Ram Thakur College, Agartala 799 003, India
,
a   Department of Chemistry, Tripura University, Suryamaninagar, 799 022, India   eMail: smajumdar@tripurauniv.in
› Institutsangaben
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.

Supporting Information



Publikationsverlauf

Eingereicht: 15. September 2020

Angenommen nach Revision: 30. September 2020

Artikel online veröffentlicht:
26. Oktober 2020

© 2020. 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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