Literature DB >> 28078549

Functionalized ionic liquid-assisted chromatography-free synthesis of bis(indolyl)methanes.

Sunita Choudhary1, Khima Pandey1, Saroj Budania1, Anil Kumar2.   

Abstract

A chromatography-free synthesis of bis(indolyl)methanes has been developed using sulfonic acid and sulfonyl hydrazine-functionalized ionic liquids as catalyst and scavenger, respectively. The employed excess aldehyde for completion of the reaction was scavenged by sulfonyl hydrazine-functionalized ionic liquid. Purification of products without column chromatography, ease of monitoring and shorter reaction time are the salient features of the developed protocol. The reuse and regeneration of the catalyst and scavenger have been achieved up to 5 and 2 times, respectively, without significant loss of activity.

Entities:  

Keywords:  Bis(indolyl)methanes; Chromatography-free; Functionalized ionic liquid; Ionic liquid; Scavenger

Mesh:

Substances:

Year:  2017        PMID: 28078549     DOI: 10.1007/s11030-016-9713-8

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


  12 in total

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Journal:  Org Biomol Chem       Date:  2010-05-11       Impact factor: 3.876

2.  Evaluation of bisindole as potent β-glucuronidase inhibitors: synthesis and in silico based studies.

Authors:  Khalid Mohammed Khan; Fazal Rahim; Abdul Wadood; Muhammad Taha; Momin Khan; Shagufta Naureen; Nida Ambreen; Shafqat Hussain; Shahnaz Perveen; Mohammad Iqbal Choudhary
Journal:  Bioorg Med Chem Lett       Date:  2014-02-14       Impact factor: 2.823

3.  Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles.

Authors:  Anil Kumar; Manoj Kumar Muthyala; Sunita Choudhary; Rakesh K Tiwari; Keykavous Parang
Journal:  J Org Chem       Date:  2012-10-08       Impact factor: 4.354

4.  Sulfonic acid functionalized ionic liquids for dissolution of metal oxides and solvent extraction of metal ions.

Authors:  David Dupont; Stijn Raiguel; Koen Binnemans
Journal:  Chem Commun (Camb)       Date:  2015-05-28       Impact factor: 6.222

5.  New bisindole alkaloids of the topsentin and hamacanthin classes from the Mediterranean marine sponge Rhaphisia lacazei.

Authors:  A Casapullo; G Bifulco; I Bruno; R Riccio
Journal:  J Nat Prod       Date:  2000-04       Impact factor: 4.050

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

Authors:  Patrizia Diana; Anna Carbone; Paola Barraja; Alessandra Montalbano; Annamaria Martorana; Gaetano Dattolo; Ornella Gia; Lisa Dalla Via; Girolamo Cirrincione
Journal:  Bioorg Med Chem Lett       Date:  2007-01-26       Impact factor: 2.823

7.  Novel bis(indolyl)maleimide pyridinophanes that are potent, selective inhibitors of glycogen synthase kinase-3.

Authors:  Han-Cheng Zhang; Llorente V R Boñaga; Hong Ye; Claudia K Derian; Bruce P Damiano; Bruce E Maryanoff
Journal:  Bioorg Med Chem Lett       Date:  2007-02-25       Impact factor: 2.823

8.  New scavenger resin for the reversible linking and monoprotection of functionalized aromatic aldehydes.

Authors:  Mingzhao Zhu; Eelco Ruijter; Ludger A Wessjohann
Journal:  Org Lett       Date:  2004-10-28       Impact factor: 6.005

9.  Sulfonic acid functionalized ionic liquid in combinatorial approach, a recyclable and water tolerant-acidic catalyst for one-pot Friedlander quinoline synthesis.

Authors:  Jafar Akbari; Akbar Heydari; Hamid Reza Kalhor; Sirus Azizian Kohan
Journal:  J Comb Chem       Date:  2010 Jan-Feb

10.  RuCl₃·3H₂O catalyzed reactions: facile synthesis of bis(indolyl)methanes under mild conditions.

Authors:  Hong-En Qu; Chen Xiao; Ning Wang; Kai-Hui Yu; Qiao-Sheng Hu; Liang-Xian Liu
Journal:  Molecules       Date:  2011-05-09       Impact factor: 4.411

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  1 in total

1.  Development of an imidazole salt catalytic system for the preparation of bis(indolyl)methanes and bis(naphthyl)methane.

Authors:  Xu Wang; Courtney C Aldrich
Journal:  PLoS One       Date:  2019-04-25       Impact factor: 3.240

  1 in total

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