Literature DB >> 32980996

Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol.

Mohd Nazeef1, Km Neha Shivhare1, Shabir Ali2, Saif Ansari1, I R Siddiqui3.   

Abstract

A new metal-free approach to construct medicinally valuable 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C-S, C-N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions.
© 2020. Springer Nature Switzerland AG.

Entities:  

Keywords:  1-Aryl-1H,3H-thiazolo[3,4-a]benzimidazoles; Ethanol–water; Green synthesis; Metal-free; Visible light

Mesh:

Substances:

Year:  2020        PMID: 32980996     DOI: 10.1007/s11030-020-10145-8

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


  18 in total

1.  Visible light photocatalysis as a greener approach to photochemical synthesis.

Authors:  Tehshik P Yoon; Michael A Ischay; Juana Du
Journal:  Nat Chem       Date:  2010-06-23       Impact factor: 24.427

2.  Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis.

Authors:  Manoj B Gawande; Vasco D B Bonifácio; Rafael Luque; Paula S Branco; Rajender S Varma
Journal:  Chem Soc Rev       Date:  2013-06-21       Impact factor: 54.564

3.  Anti-enterovirus activity and structure-activity relationship of a series of 2,6-dihalophenyl-substituted 1H,3H-thiazolo[3,4-a]benzimidazoles.

Authors:  Armando M De Palma; Ward Heggermont; Pieter Leyssen; Gerhard Pürstinger; Eva Wimmer; Erik De Clercq; Angela Rao; Anna-Maria Monforte; Alba Chimirri; Johan Neyts
Journal:  Biochem Biophys Res Commun       Date:  2006-12-19       Impact factor: 3.575

4.  Synthesis and biological evaluation of a new series of benzimidazole derivatives as antimicrobial, antiquorum-sensing and antitumor agents.

Authors:  N S El-Gohary; M I Shaaban
Journal:  Eur J Med Chem       Date:  2017-03-14       Impact factor: 6.514

5.  Synthesis and biological activity of novel 1H,3H-thiazolo[3,4-a]benzimidazoles: non-nucleoside human immunodeficiency virus type 1 reverse transcriptase inhibitors.

Authors:  A Chimirri; S Grasso; P Monforte; A Rao; M Zappalà; A M Monforte; C Pannecouque; M Witvrouw; J Balzarini; E De Clercq
Journal:  Antivir Chem Chemother       Date:  1999-07

6.  Riluzole prevents MPTP-induced parkinsonism in the rhesus monkey: a pilot study.

Authors:  A Benazzouz; T Boraud; P Dubédat; A Boireau; J M Stutzmann; C Gross
Journal:  Eur J Pharmacol       Date:  1995-09-25       Impact factor: 4.432

7.  Synthesis and structure-activity relationships of new antimicrobial active multisubstituted benzazole derivatives.

Authors:  Ilkay Yildiz-Oren; Ismail Yalcin; Esin Aki-Sener; Nejat Ucarturk
Journal:  Eur J Med Chem       Date:  2004-03       Impact factor: 6.514

8.  Synthesis, structure and in vitro anti-human immunodeficiency virus activity of novel 3-methyl-1H,3H-thiazolo[3,4-a]benzimidazoles.

Authors:  A Chimirri; S Grasso; A M Monforte; P Monforte; A Rao; M Zappalà; G Bruno; F Nicolò; C Pannecouque; M Witvrouw; E De Clercq
Journal:  Antivir Chem Chemother       Date:  1998-09

Review 9.  Pharmacological significance of heterocyclic 1H-benzimidazole scaffolds: a review.

Authors:  Sumit Tahlan; Sanjiv Kumar; Balasubramanian Narasimhan
Journal:  BMC Chem       Date:  2019-08-06

Review 10.  Heterocyclic Anticancer Compounds: Recent Advances and the Paradigm Shift towards the Use of Nanomedicine's Tool Box.

Authors:  Pedro Martins; João Jesus; Sofia Santos; Luis R Raposo; Catarina Roma-Rodrigues; Pedro Viana Baptista; Alexandra R Fernandes
Journal:  Molecules       Date:  2015-09-16       Impact factor: 4.411

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  1 in total

1.  BF3-etherate promoted facile access to vinyloxyimidazopyridines: a metal-free sustainable approach.

Authors:  Saurabh Kumar Tiwari; Mohd Nazeef; Ankit Verma; Ankit Kumar; Vikas Yadav; Neetu Yadav; Saif Ansari; I R Siddiqui
Journal:  Mol Divers       Date:  2021-05-16       Impact factor: 2.943

  1 in total

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