Literature DB >> 27670881

Indium triflate promoted one-pot multicomponent synthesis of structurally diverse 3-amino-imidazo[1,2-a]pyridines.

Suman Swami1, Arunava Agarwala1, Rahul Shrivastava2.   

Abstract

An efficient, mild, and expeditious synthetic protocol has been developed for the synthesis of structurally diverse 3-amino-imidazo[1,2-a]pyridines, involving a three-component, one-pot cyclocondensation reaction of 2-aminobenzothiazole/2-aminoazines, ethyl isocyanoacetate/tert-butyl isocyanides, and pyrazole-3(4)-carbaldehyde/substituted aromatic carbonyl compounds in 45 min. using In(OTf)[Formula: see text] as a catalyst in toluene. Mild reaction conditions, high atom economy, operational simplicity, short reaction time, and structural diversity with high product conversion are among the advantages of the present synthetic protocol.

Entities:  

Keywords:  Imidazo[1, 2-a]pyridine; Indium triflate; Isocyanide; Lewis acid; MCRs

Mesh:

Substances:

Year:  2016        PMID: 27670881     DOI: 10.1007/s11030-016-9699-2

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


  19 in total

Review 1.  The discovery of new isocyanide-based multi-component reactions.

Authors:  A Dömling
Journal:  Curr Opin Chem Biol       Date:  2000-06       Impact factor: 8.822

Review 2.  Chemistry and biology of multicomponent reactions.

Authors:  Alexander Dömling; Wei Wang; Kan Wang
Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

3.  Synthesis and antimicrobial activity of some new pyrazole derivatives containing a ferrocene unit.

Authors:  Ivan Damljanović; Mirjana Vukićević; Niko Radulović; Radosav Palić; Ernst Ellmerer; Zoran Ratković; Milan D Joksović; Rastko D Vukićević
Journal:  Bioorg Med Chem Lett       Date:  2009-01-09       Impact factor: 2.823

4.  Functionalized 3-amino-imidazo[1,2-a]pyridines: a novel class of drug-like Mycobacterium tuberculosis glutamine synthetase inhibitors.

Authors:  Luke R Odell; Mikael T Nilsson; Johan Gising; Olof Lagerlund; Daniel Muthas; Anneli Nordqvist; Anders Karlén; Mats Larhed
Journal:  Bioorg Med Chem Lett       Date:  2009-06-14       Impact factor: 2.823

5.  Synthesis and studies on antidepressant and anticonvulsant activities of some 3-(2-furyl)-pyrazoline derivatives.

Authors:  Zuhal Ozdemir; H Burak Kandilci; Bülent Gümüşel; Unsal Caliş; A Altan Bilgin
Journal:  Eur J Med Chem       Date:  2006-10-25       Impact factor: 6.514

Review 6.  Zolpidem: a review of its use in the management of insomnia.

Authors:  Tracy Swainston Harrison; Gillian M Keating
Journal:  CNS Drugs       Date:  2005       Impact factor: 5.749

7.  Behavioural effects of novel benzodiazepine (omega) receptor agonists and partial agonists: increases in punished responding and antagonism of the pentylenetetrazole cue.

Authors:  D.J. Sanger
Journal:  Behav Pharmacol       Date:  1995-03       Impact factor: 2.293

8.  Advent of Imidazo[1,2-a]pyridine-3-carboxamides with Potent Multi- and Extended Drug Resistant Antituberculosis Activity.

Authors:  Garrett C Moraski; Lowell D Markley; Philip A Hipskind; Helena Boshoff; Sanghyun Cho; Scott G Franzblau; Marvin J Miller
Journal:  ACS Med Chem Lett       Date:  2011-06-09       Impact factor: 4.345

Review 9.  Groebke-Blackburn-Bienaymé multicomponent reaction: emerging chemistry for drug discovery.

Authors:  Saad Shaaban; Bakr F Abdel-Wahab
Journal:  Mol Divers       Date:  2015-05-28       Impact factor: 2.943

10.  Antibacterial activities of Groebke-Blackburn-Bienaymé-derived imidazo[1,2-a]pyridin-3-amines.

Authors:  Nikunj M Shukla; Deepak B Salunke; Euna Yoo; Cole A Mutz; Rajalakshmi Balakrishna; Sunil A David
Journal:  Bioorg Med Chem       Date:  2012-08-08       Impact factor: 3.641

View more
  1 in total

Review 1.  α-Aminoazoles/azines: key reaction partners for multicomponent reactions.

Authors:  Shah Imtiaz; Jahangir Ahmad War; Syqa Banoo; Sarfaraz Khan
Journal:  RSC Adv       Date:  2021-03-16       Impact factor: 3.361

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.