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Brønsted acidic ionic liquid-catalyzed tandem reaction: an efficient and sustainable approach towards the regioselective synthesis and molecular docking studies of 4-hydroxycoumarin-substituted indoles bearing lower E-factors.
Samanta, Satyajit; Chatterjee, Rana; Sarkar, Subhankar; Pal, Satyajit; Mukherjee, Anindita; Butorin, Ilya I; Konovalova, Olga A; Choudhuri, Tathagata; Chakraborty, Koushik; Santra, Sougata; Zyryanov, Grigory V; Majee, Adinath.
Affiliation
  • Samanta S; Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India. adinath.majee@visva-bharati.ac.in.
  • Chatterjee R; Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India. adinath.majee@visva-bharati.ac.in.
  • Sarkar S; Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India. adinath.majee@visva-bharati.ac.in.
  • Pal S; Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India. adinath.majee@visva-bharati.ac.in.
  • Mukherjee A; Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, 19 Mira Street, 620002, Yekaterinburg, Russian Federation.
  • Butorin II; Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, 19 Mira Street, 620002, Yekaterinburg, Russian Federation.
  • Konovalova OA; Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, 19 Mira Street, 620002, Yekaterinburg, Russian Federation.
  • Choudhuri T; Department of Biotechnology, Visva-Bharati (A Central University), Santiniketan 731235, India.
  • Chakraborty K; Department of Biotechnology, Visva-Bharati (A Central University), Santiniketan 731235, India.
  • Santra S; Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, 19 Mira Street, 620002, Yekaterinburg, Russian Federation.
  • Zyryanov GV; Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, 19 Mira Street, 620002, Yekaterinburg, Russian Federation.
  • Majee A; I. Ya. Postovskiy Institute of Organic Synthesis, Ural Division of the Russian Academy of Sciences, 22 S. Kovalevskoy Street, 620219 Yekaterinburg, Russian Federation.
Org Biomol Chem ; 20(46): 9161-9171, 2022 11 30.
Article in En | MEDLINE | ID: mdl-36346273
ABSTRACT
1-Butane sulfonic acid-3-methylimidazolium tosylate, [BSMIM]OTs, is a remarkable catalyst for the cascade synthesis of coumarin-functionalized indole derivatives via a tandem cyclization reaction of aniline and phenylglyoxal monohydrate. This reaction possibly proceeds through imine formation/nucleophilic addition/cyclization. In addition, this method shows lower E-factors. A clean reaction, easily accessible reactants, metal-free and environmentally friendly reaction conditions, and reusability of the catalyst are the notable advantages of this procedure. In addition, molecular docking studies show the theoretical possibility of binding these types of synthesized compounds to key proteins in tumorigenesis.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Ionic Liquids / 4-Hydroxycoumarins Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2022 Document type: Article Affiliation country:
Fulltext
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Ionic Liquids / 4-Hydroxycoumarins Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2022 Document type: Article Affiliation country: