Literature DB >> 25802173

Novel synthesis of a series of spiro 1,3-indanedione-fused dihydropyridines through the condensation of a tetrone with N-aryl/alkylenamines in presence of solid support silica sulfuric acid.

Ashis Kundu1, Animesh Pramanik.   

Abstract

A convenient protocol for the library synthesis of biologically important 1-aryl-2',6-spiro(1',3'-indanedione)-1H-indeno[1,2-b]quinoline-5,7-diones has been developed. In this one-pot reaction protocol a tetrone is condensed with various N-aryl/alkylenamines of 1,3-cyclohexadiones on the surface of a solid-supported acid catalyst silica sulfuric acid under solvent-free condition. The significant advantages of this methodology are the use of solvent-free reaction conditions, operational simplicity of the reaction, good yield of the products with high atom economy, and employment of a recyclable catalyst. All these favorable factors make the present method convenient, economic, and 'benign by design'.

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Year:  2015        PMID: 25802173     DOI: 10.1007/s11030-015-9582-6

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  19 in total

1.  Synthesis, in vitro antimicrobial and in vivo antitumor evaluation of novel pyrimidoquinolines and its nucleoside derivatives.

Authors:  Hebat-Allah S Abbas; Hend N Hafez; Abdel-Rahman B A El-Gazzar
Journal:  Eur J Med Chem       Date:  2010-10-08       Impact factor: 6.514

2.  Synthesis and fluorescent properties of a new class of heterocycles of isoindole fused imidazoles with phenolic subunits.

Authors:  Suven Das; Roland Fröhlich; Animesh Pramanik
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

3.  Synthesis and antitumor properties of N-[2-(dimethylamino)ethyl]carboxamide derivatives of fused tetracyclic quinolines and quinoxalines: a new class of putative topoisomerase inhibitors.

Authors:  L W Deady; A J Kaye; G J Finlay; B C Baguley; W A Denny
Journal:  J Med Chem       Date:  1997-06-20       Impact factor: 7.446

4.  Tacripyrines, the first tacrine-dihydropyridine hybrids, as multitarget-directed ligands for the treatment of Alzheimer's disease.

Authors:  José Marco-Contelles; Rafael León; Cristóbal de los Ríos; Abdelouahid Samadi; Manuela Bartolini; Vincenza Andrisano; Oscar Huertas; Xavier Barril; F Javier Luque; María I Rodríguez-Franco; Beatriz López; Manuela G López; Antonio G García; María do Carmo Carreiras; Mercedes Villarroya
Journal:  J Med Chem       Date:  2009-05-14       Impact factor: 7.446

5.  Acetylcholinesterase inhibitors for potential use in Alzheimer's disease: molecular modeling, synthesis and kinetic evaluation of 11H-indeno-[1,2-b]-quinolin-10-ylamine derivatives.

Authors:  A Rampa; A Bisi; F Belluti; S Gobbi; P Valenti; V Andrisano; V Cavrini; A Cavalli; M Recanatini
Journal:  Bioorg Med Chem       Date:  2000-03       Impact factor: 3.641

6.  A homologous series of permanently charged 1,4-dihydropyridines: novel probes designed to localize drug binding sites on ion channels.

Authors:  N Baindur; A Rutledge; D J Triggle
Journal:  J Med Chem       Date:  1993-11-12       Impact factor: 7.446

7.  Biological activities of a new steroidal inhibitor of delta 4-5 alpha-reductase.

Authors:  J R Brooks; C Berman; M Hichens; R L Primka; G F Reynolds; G H Rasmusson
Journal:  Proc Soc Exp Biol Med       Date:  1982-01

8.  Permanently charged chiral 1,4-dihydropyridines: molecular probes of L-type calcium channels. Synthesis and pharmacological characterization of methyl(omega-trimethylalkylammonium) 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate iodide, calcium channel antagonists.

Authors:  R Peri; S Padmanabhan; A Rutledge; S Singh; D J Triggle
Journal:  J Med Chem       Date:  2000-07-27       Impact factor: 7.446

Review 9.  1,4-Dihydropyridines as calcium channel ligands and privileged structures.

Authors:  David J Triggle
Journal:  Cell Mol Neurobiol       Date:  2003-06       Impact factor: 5.046

10.  Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions.

Authors:  Sudipta Pathak; Kamalesh Debnath; Animesh Pramanik
Journal:  Beilstein J Org Chem       Date:  2013-11-04       Impact factor: 2.883

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  4 in total

1.  A consecutive synthesis of spiro[cyclopenta[b]pyrrole-5,2'-indene] derivatives via spirocyclization/annulation reactions.

Authors:  Azadeh Parhami; Issa Yavari; Gholam Reza Najafi
Journal:  Mol Divers       Date:  2022-10-12       Impact factor: 3.364

2.  Synthesis of multi-functionalized benzofurans through the condensation of ninhydrin and phenols using SSA as a recyclable heterogeneous acid catalyst.

Authors:  Ashis Kundu; Animesh Pramanik
Journal:  Mol Divers       Date:  2016-02-01       Impact factor: 2.943

3.  Synthesis, delivery, and molecular docking of fused quinolines as inhibitor of Hepatitis A virus 3C proteinase.

Authors:  Mehrnaz Rafiei Jorshari; Manouchehr Mamaghani; Parivash Jahanshahi
Journal:  Sci Rep       Date:  2021-09-23       Impact factor: 4.379

Review 4.  Recent applications of ninhydrin in multicomponent reactions.

Authors:  Suven Das
Journal:  RSC Adv       Date:  2020-05-18       Impact factor: 4.036

  4 in total

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