Choline based deep eutectic solvent mediated Friedlander annulation: A sustainable and regiospecific approach to polysubstituted quinoline

Polysubstituted quinolines have been synthesized by Friedlander annulation reaction of 2-aminobenzophenone with ketones mediated by choline-based deep eutectic solvents (DESs). We have investigated the condensation reaction in different choline-based DES and found choline chloride-zinc chloride DES...

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Bibliographic Details
Published in:Current research in green and sustainable chemistry 2022, Vol.5, p.100272, Article 100272
Main Authors: Singh, Rajkumar Romeshkumar, Devi, Thokchom Jeeta, Devi, Thongam Joymati, Singh, Okram Mukherjee
Format: Article
Language:English
Subjects:
catalysts
chlorides
choline
Choline chloride
condensation reactions
Deep eutectic solvent
Friedlander reaction
green chemistry
Quinoline
regioselectivity
Regiospecificity
solvents
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Summary:Polysubstituted quinolines have been synthesized by Friedlander annulation reaction of 2-aminobenzophenone with ketones mediated by choline-based deep eutectic solvents (DESs). We have investigated the condensation reaction in different choline-based DES and found choline chloride-zinc chloride DES to be the best catalyst with excellent yield of products. Moreover, regiospecificity was observed only under basic choline hydroxide medium in moderate yield. The deep eutectic solvent acts as dual role of solvent as well as catalyst and can be recycled. Mild reaction conditions, simple work-up procedure, excellent product yield, and use of recyclable catalyst are special features of this methodology, which makes the protocol a sustainable alternative to earlier reported methods of quinoline synthesis. [Display omitted] •Highly Efficient.•Scaled-up-to grams.•Excellent regiospecificity.•Water compatible and recyclable catalyst.
ISSN:2666-0865
2666-0865
DOI:10.1016/j.crgsc.2022.100272