2020
DOI: 10.1002/slct.202003308
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Metal Free Sulfonic Acid Functionalized Carbon Catalyst for Green and Mechanochemical Synthesis of Perimidines

Abstract: A new and scalable mechanochemical approach has been developed for the synthesis of perimidine derivatives using an efficient and recyclable catalyst, carbon sulfonic acid under metal-free conditions. A wide variety of aldehydes displayed cyclo-condensation reaction with 1,8-diaminonaphthalene in EtOH under ambient reaction conditions via grind-stone technique to produce substituted perimidines in excellent yields (95-99 %) in a very short reaction time. This method has interesting features like single-step sy… Show more

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Cited by 21 publications
(12 citation statements)
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“…This is a signicant step forward in the quest to develop greener and more sustainable methods for synthesizing organic compounds. [52][53][54] [The calculated data is given in the ESI le].…”
Section: Green Chemistry Matrixmentioning
confidence: 99%
“…This is a signicant step forward in the quest to develop greener and more sustainable methods for synthesizing organic compounds. [52][53][54] [The calculated data is given in the ESI le].…”
Section: Green Chemistry Matrixmentioning
confidence: 99%
“…Therefore, further efforts are needed to present more proficient and eco-benign methods for the synthesis of hexahydroquinoline-3-carbonitriles. In our continuous efforts to utilize eco-friendly catalysts for the green synthesis of nitrogen-based heterocyclic compounds, we envisioned that the ionic liquid [H 2 -DABCO]­[HSO 4 ] 2 efficiently catalyzed the Hantzsch-type synthesis of hexahydroquinolines by employing 1,3-dicarbonyl, malononitrile, and ammonium acetate with substituted aldehydes as a coupling partner. To the best of our knowledge and literature studies, this economical, sustainable, and eco-friendly [H 2 -DABCO]­[HSO 4 ] 2 -catalyzed 1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile synthesis is not reported to date.…”
Section: Introductionmentioning
confidence: 99%
“…Encouraged by the promising catalytic activity of our previously synthesized and characterized glycerol based carbon sulfonic catalyst [ 33 , 34 , 35 ], a facile protocol for the synthesis of isonicotinohydrazide analogs using glycerol based sulfonic acid as a catalyst has been demonstrated ( Scheme 1 ).
Scheme 1 Synthesis of isonicotinohydrazide analogs using isoniazid and aldehydes.
…”
Section: Introductionmentioning
confidence: 99%