Literature DB >> 33993439

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

Saurabh Kumar Tiwari1, Mohd Nazeef1, Ankit Verma1, Ankit Kumar2, Vikas Yadav1, Neetu Yadav1, Saif Ansari1, I R Siddiqui3.   

Abstract

A convenient and metal-free synthesis of vinyloxyimidazopyridine derivatives has been attained via BF3.OEt2 promoted one-pot multicomponent approach. This procedure involves a facile coupling of 2-aminopyridine derivatives with arylglyoxal and alkyne derivatives. BF3.OEt2 complexation has successfully catalyzed the reaction at room temperature. Utilization of transition metal-free catalyst, mild reaction conditions, easy handling and operational simplicity are key features of developed process.
© 2021. The Author(s), under exclusive licence to Springer Nature Switzerland AG.

Entities:  

Keywords:  BF3-etherate; Green chemistry; Multicomponent reaction; One-pot synthesis; Vinyloxyimidazopyridines

Mesh：

Substances：

Year:  2021        PMID： 33993439     DOI： 10.1007/s11030-021-10228-0

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


  21 in total

1.  Synthesis and biological activity of imidazopyridine anticoccidial agents: part I.

Authors:  Andrew Scribner; Richard Dennis; Jean Hong; Shuliang Lee; Donald McIntyre; David Perrey; Dennis Feng; Michael Fisher; Matthew Wyvratt; Penny Leavitt; Paul Liberator; Anne Gurnett; Chris Brown; John Mathew; Donald Thompson; Dennis Schmatz; Tesfaye Biftu
Journal:  Eur J Med Chem       Date:  2007-02-25       Impact factor: 6.514

2.  Imidazo[1,2-a]pyridines with potent activity against herpesviruses.

Authors:  Kristjan S Gudmundsson; Brian A Johns
Journal:  Bioorg Med Chem Lett       Date:  2007-03-03       Impact factor: 2.823

3.  Imidazo[1,2-a]pyridin-3-amines as potential HIV-1 non-nucleoside reverse transcriptase inhibitors.

Authors:  Moira L Bode; David Gravestock; Simon S Moleele; Christiaan W van der Westhuyzen; Stephen C Pelly; Paul A Steenkamp; Heinrich C Hoppe; Tasmiyah Khan; Lindiwe A Nkabinde
Journal:  Bioorg Med Chem       Date:  2011-06-21       Impact factor: 3.641

4.  Palladium-catalyzed asymmetric allylic alkylations of polynitrogen-containing aromatic heterocycles.

Authors:  Barry M Trost; David A Thaisrivongs; Jan Hartwig
Journal:  J Am Chem Soc       Date:  2011-07-25       Impact factor: 15.419

5.  The novel imidazopyridine 2-[2-(4-methoxy-pyridin-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridine (BYK191023) is a highly selective inhibitor of the inducible nitric-oxide synthase.

Authors:  Andreas Strub; Wolf-Rüdiger Ulrich; Christian Hesslinger; Manfrid Eltze; Thomas Fuchss; Jochen Strassner; Susanne Strand; Martin D Lehner; Rainer Boer
Journal:  Mol Pharmacol       Date:  2005-10-13       Impact factor: 4.436

6.  Discovery of novel analgesic and anti-inflammatory 3-arylamine-imidazo[1,2-a]pyridine symbiotic prototypes.

Authors:  Renata B Lacerda; Cleverton K F de Lima; Leandro L da Silva; Nelilma C Romeiro; Ana Luisa P Miranda; Eliezer J Barreiro; Carlos A M Fraga
Journal:  Bioorg Med Chem       Date:  2008-11-17       Impact factor: 3.641

7.  Novel compounds selectively enhance delta subunit containing GABA A receptors and increase tonic currents in thalamus.

Authors:  K A Wafford; M B van Niel; Q P Ma; E Horridge; M B Herd; D R Peden; D Belelli; J J Lambert
Journal:  Neuropharmacology       Date:  2008-08-13       Impact factor: 5.250

Review 8.  Recent progress in the pharmacology of imidazo[1,2-a]pyridines.

Authors:  Cécile Enguehard-Gueiffier; Alain Gueiffier
Journal:  Mini Rev Med Chem       Date:  2007-09       Impact factor: 3.862

9.  Synthesis of imidazopyridines from the Morita-Baylis-Hillman acetates of nitroalkenes and convenient access to Alpidem and Zolpidem.

Authors:  Divya K Nair; Shaikh M Mobin; Irishi N N Namboothiri
Journal:  Org Lett       Date:  2012-08-24       Impact factor: 6.005

10.  Influence of 6- or 8-substitution on the antiviral activity of 3-arylalkylthiomethylimidazo[1,2-a]pyridine against human cytomegalovirus (CMV) and varicella-zoster virus (VZV): part II.

Authors:  Jean-Baptiste Véron; Hassan Allouchi; Cécile Enguehard-Gueiffier; Robert Snoeck; Graciela Andrei; Erik De Clercq; Alain Gueiffier
Journal:  Bioorg Med Chem       Date:  2008-09-13       Impact factor: 3.641
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  1 in total

Review 1.  Recent Progress in Metal-Free Direct Synthesis of Imidazo[1,2-a]pyridines.

Authors:  Vanya Kurteva
Journal:  ACS Omega       Date:  2021-12-14
  1 in total

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