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Current Organocatalysis

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ISSN (Print): 2213-3372
ISSN (Online): 2213-3380

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Research Article

Water Extract of Onion Catalyst: A Sustainable Approach for the Synthesis of 4-Substituted 1,5-Benzodiazepine Derivatives via an In Situ Generated Enaminones

Author(s): Loganathan Selvaraj, Rajendran Eswaran, Vennila Kailasam Natesan and Seenivasa Perumal Muthu*

Volume 11, Issue 3, 2024

Published on: 10 November, 2023

Page: [232 - 247] Pages: 16

DOI: 10.2174/0122133372276924231106052151

Price: $65

Abstract

Background: A simple, convenient and environmentally benign green protocol has been developed for the one-pot synthesis of 4-substituted-1,5-benzodiazepines through three-component reaction of 1,2-diamine, 1,3-cyclic diketone with an aldehyde catalyzed by water extract of onion. The reaction conditions were optimized and the scope of the reaction was extended to various 1,2- diamines, 1,3-cyclic diketones and aldehydes. The main advantages of this method are good to excellent yields, easy workup, simple experimental procedure, and an ability to tolerate a variety of functional groups which gives cost-effective as well as green rewards. The structure of compound 5f was confirmed by single crystal X-ray analysis.

Objective: A methodology developed for the synthesizing of 4-substituted 1,5-Benzodiazepine derivatives via enaminones intermediates using 1,2-diamine, 1,3-cyclic diketone and aldehyde in environmentally friendly ethanol as medium.

Methods: As a more environmentally friendly catalyst for producing products containing benzodiazepines using aqueous extract of onion. The devised method was proven reliable, non-toxic and greener solvent with quick work-up to produce the intended product.

Results: Here, using a one-pot, three-component reaction with a dimedone, 1,2-diamine and range of aldehyde while using water extract of onion as a catalyst. The acquired experimental results showed that the employed synthesis methodology is a straightforward procedure that offers various benefits, including sustainability, easy separtion from the reaction medium.

Conclusion: We have developed a sustainble approach for synthesizing benzodiazepine from radily available precursors under mild reaction conditions.

Keywords: Green catalyst; 1, 2-diamine, enaminone, benzodiazepines, water extract of onion, functional groups.

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