<i>One‐Pot</i> Synthesis of <i>C</i> ‐Substituted <i>bis</i> ‐Benzimidazoles and Benzobisimidazoles via Reductive Cyclization of <i>o</i> ‐Nitroaniline Derivatives and Aldehydes using Sodium Metabisulfite in a Microwave Reactor

Abstract Herein, we report a simple and an economical method to synthesize C ‐substituted bis‐benzimidazole and C ‐substituted benzobisimidazole derivatives in moderate to excellent yields using sodium metabisulfite, under microwave irradiation conditions. The most attractive feature of the methodology is the three‐step yet one‐pot condensation of nitroarenes with various benzaldehyde derivatives to synthesize useful benzimidazoles, and an easy product isolation method by simple solvent trituration techniques. The methodology can be fine‐tuned to synthesize selectively the mono C ‐substituted benzimidazoles, leaving a nitroaniline functionality intact for preparing a variety of unsymmetrical C ‐substituted bis‐benzimidazoles.

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Publication Details

Journal
ChemistrySelect
Published
2024-10-28
DOI
https://doi.org/10.1002/slct.202403118
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

One‐Pot Synthesis of C ‐Substituted bis ‐Benzimidazoles and Benzobisimidazoles via Reductive Cyclization of o ‐Nitroaniline Derivatives and Aldehydes using Sodium Metabisulfite in a Microwave Reactor

S. Vijayasaradhi, Kotipalli Yesu Prasad, Ravula Srinivas, Baman Khanna et al.
ChemistrySelect
Sulfur-Based Synthesis Techniques
article

One‐Pot Synthesis of C ‐Substituted bis ‐Benzimidazoles and Benzobisimidazoles via Reductive Cyclization of o ‐Nitroaniline Derivatives and Aldehydes using Sodium Metabisulfite in a Microwave Reactor

S. Vijayasaradhi, Kotipalli Yesu Prasad, Ravula Srinivas, Baman Khanna, Purna Koteswara Rao Cherukumalli
article en

Abstract

Abstract Herein, we report a simple and an economical method to synthesize C ‐substituted bis‐benzimidazole and C ‐substituted benzobisimidazole derivatives in moderate to excellent yields using sodium metabisulfite, under microwave irradiation conditions. The most attractive feature of the methodology is the three‐step yet one‐pot condensation of nitroarenes with various benzaldehyde derivatives to synthesize useful benzimidazoles, and an easy product isolation method by simple solvent trituration techniques. The methodology can be fine‐tuned to synthesize selectively the mono C ‐substituted benzimidazoles, leaving a nitroaniline functionality intact for preparing a variety of unsymmetrical C ‐substituted bis‐benzimidazoles.

ChemistrySelectVol. 9(41)
Albany Molecular Research (United States) (US)
Openalex Percentile: Top 86%
Sulfur-Based Synthesis Techniques
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