Literature DB >> 27222148

Ethylene glycol promoted catalyst-free pseudo three-component green synthesis of bis(coumarin)s and bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s.

Sushama S Kauthale1, Sunil U Tekale2, Kavita M Jadhav1, Rajendra P Pawar3.   

Abstract

An ethylene glycol promoted catalyst-free practically efficient and sustainable approach has been developed for the synthesis of several benzylidene-bis-(4-hydroxycoumarin)s and 4,[Formula: see text]-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s by the pseudo three-component reaction of an aldehyde with 4-hydroxycoumarin and 3-methyl-1-phenylpyrazol-5-one, respectively. Inexpensive, non-toxic, and easily available ethylene glycol used as the reaction solvent and promoter renders an efficient protocol in terms of catalyst-free reaction conditions, short reaction time, high yield, practical utility, and green approach.

Entities:  

Keywords:  Biscoumarins; Bispyrazoles; Catalyst-free; Green chemistry; MCRs

Mesh:

Substances:

Year:  2016        PMID: 27222148     DOI: 10.1007/s11030-016-9673-z

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


  11 in total

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Authors:  Magda A-A El-Sayed; Naglaa I Abdel-Aziz; Alaa A-M Abdel-Aziz; Adel S El-Azab; Kamal E H ElTahir
Journal:  Bioorg Med Chem       Date:  2012-03-29       Impact factor: 3.641

2.  3,5-bis(3'-indolyl)pyrazoles, analogues of marine alkaloid nortopsentin: synthesis and antitumor properties.

Authors:  Patrizia Diana; Anna Carbone; Paola Barraja; Annamaria Martorana; Ornella Gia; Lisa DallaVia; Girolamo Cirrincione
Journal:  Bioorg Med Chem Lett       Date:  2007-09-14       Impact factor: 2.823

3.  Synthesis and anti-inflammatory activity of novel biscoumarin-chalcone hybrids.

Authors:  Koneni V Sashidhara; Manoj Kumar; Ram K Modukuri; Ravi Sonkar; Gitika Bhatia; A K Khanna; Shivika Rai; Rakesh Shukla
Journal:  Bioorg Med Chem Lett       Date:  2011-06-12       Impact factor: 2.823

Review 4.  Recent advances in bioactive pyrazoles.

Authors:  Ş Güniz Küçükgüzel; Sevil Şenkardeş
Journal:  Eur J Med Chem       Date:  2014-12-05       Impact factor: 6.514

5.  Ethylene glycol: properties, synthesis, and applications.

Authors:  Hairong Yue; Yujun Zhao; Xinbin Ma; Jinlong Gong
Journal:  Chem Soc Rev       Date:  2012-04-10       Impact factor: 54.564

Review 6.  Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity.

Authors:  F Borges; F Roleira; N Milhazes; L Santana; E Uriarte
Journal:  Curr Med Chem       Date:  2005       Impact factor: 4.530

7.  Dicoumarol: a unique microtubule stabilizing natural product that is synergistic with Taxol.

Authors:  Hamta Madari; Dulal Panda; Leslie Wilson; Robert S Jacobs
Journal:  Cancer Res       Date:  2003-03-15       Impact factor: 12.701

Review 8.  Pyrazole containing natural products: synthetic preview and biological significance.

Authors:  Vinod Kumar; Kamalneet Kaur; Girish Kumar Gupta; Anil Kumar Sharma
Journal:  Eur J Med Chem       Date:  2013-09-14       Impact factor: 6.514

9.  Cytotoxic activity of new neodymium (III) complexes of bis-coumarins.

Authors:  Irena Kostova; Ilia Manolov; Georgi Momekov
Journal:  Eur J Med Chem       Date:  2004-09       Impact factor: 6.514

10.  Benzylidene-bis-(4-hydroxycoumarin) and benzopyrano-coumarin derivatives: synthesis, ¹H/¹³C-NMR conformational and X-ray crystal structure studies and in vitro antiviral activity evaluations.

Authors:  Davorka Završnik; Samija Muratović; Damjan Makuc; Janez Plavec; Mario Cetina; Ante Nagl; Erik De Clercq; Jan Balzarini; Mladen Mintas
Journal:  Molecules       Date:  2011-07-19       Impact factor: 4.411

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  2 in total

Review 1.  The molecular diversity scope of 4-hydroxycoumarin in the synthesis of heterocyclic compounds via multicomponent reactions.

Authors:  Ghodsi Mohammadi Ziarani; Razieh Moradi; Tahereh Ahmadi; Parisa Gholamzadeh
Journal:  Mol Divers       Date:  2019-01-29       Impact factor: 2.943

2.  Synthesis of 4,4'-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) and evaluation of their antioxidant and anticancer activities.

Authors:  José Eduardo Cadena-Cruz; Luis M Guamán-Ortiz; Juan Carlos Romero-Benavides; Natalia Bailon-Moscoso; Kevin E Murillo-Sotomayor; Nadia V Ortiz-Guamán; Jorge Heredia-Moya
Journal:  BMC Chem       Date:  2021-06-03
  2 in total

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