Literature DB >> 30375586

Catalyst free, C-3 functionalization of imidazo[1,2-a]pyridines to rapidly access new chemical space for drug discovery efforts.

Naresh Gunaganti1, Anupreet Kharbanda, Naga Rajiv Lakkaniga, Lingtian Zhang, Rose Cooper, Hong-Yu Li, Brendan Frett.   

Abstract

Multicomponent reactions (MCRs) are robust tools for the rapid synthesis of complex, small molecule libraries for use in drug discovery and development. By utilizing MCR chemistry, we developed a protocol to functionalize the C-3 position of imidazo[1,2-a]pyridine through a three component, decarboxylation reaction involving imidazo[1,2-a]pyridine, glyoxalic acid, and boronic acid.

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Year:  2018        PMID： 30375586      PMCID： PMC6284400          DOI： 10.1039/c8cc07063f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  36 in total

1.  Silver(I)-Catalyzed Regioselective Construction of Highly Substituted α-Naphthols and Its Application toward Expeditious Synthesis of Lignan Natural Products.

Authors:  Gunaganti Naresh; Ruchir Kant; Tadigoppula Narender
Journal:  Org Lett       Date:  2015-07-09       Impact factor: 6.005

2.  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

3.  The position of imidazopyridine and metabolic activation are pivotal factors in the antimutagenic activity of novel imidazo[1,2-a]pyridine derivatives.

Authors:  Wael M El-Sayed; Warda A Hussin; Yasair S Al-Faiyz; Mohamed A Ismail
Journal:  Eur J Pharmacol       Date:  2013-06-06       Impact factor: 4.432

4.  Structure-based design and synthesis of imidazo[1,2-a]pyridine derivatives as novel and potent Nek2 inhibitors with in vitro and in vivo antitumor activities.

Authors:  Jian-Bei Xi; Yan-Fen Fang; Brendan Frett; Meng-Li Zhu; Tong Zhu; Yan-Nan Kong; Feng-Jie Guan; Yun Zhao; Xiong-Wen Zhang; Hong-Yu Li; Ming-Liang Ma; Wenhao Hu
Journal:  Eur J Med Chem       Date:  2016-12-12       Impact factor: 6.514

5.  Design and synthesis of imidazopyridine analogues as inhibitors of phosphoinositide 3-kinase signaling and angiogenesis.

Authors:  Okseon Kim; Yujeong Jeong; Hyunseung Lee; Sun-Sun Hong; Sungwoo Hong
Journal:  J Med Chem       Date:  2011-03-09       Impact factor: 7.446

6.  Regioselective direct C-3 arylation of imidazo[1,2-a]pyridines with aryl tosylates and mesylates promoted by palladium-phosphine complexes.

Authors:  Pui Ying Choy; Kwan Chak Luk; Yinuo Wu; Chau Ming So; Lai-lai Wang; Fuk Yee Kwong
Journal:  J Org Chem       Date:  2015-01-21       Impact factor: 4.354

7.  BF3·OEt2-Mediated Tandem Annulation: A Strategy To Construct Functionalized Chromeno- and Pyrano-Fused Pyridines.

Authors:  K T Ashitha; V Praveen Kumar; C T Fathimath Salfeena; B S Sasidhar
Journal:  J Org Chem       Date:  2017-12-21       Impact factor: 4.354

8.  Synthesis and antiprotozoal activity of novel bis-benzamidino imidazo[1,2-a]pyridines and 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridines.

Authors:  Mohamed A Ismail; Reem K Arafa; Tanja Wenzler; Reto Brun; Farial A Tanious; W David Wilson; David W Boykin
Journal:  Bioorg Med Chem       Date:  2007-10-18       Impact factor: 3.641

9.  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

10.  Novel inhibitors are cytotoxic for myeloma cells with NFkB inducing kinase-dependent activation of NFkB.

Authors:  Yulia N Demchenko; Leslie A Brents; Zhihong Li; Leif P Bergsagel; Lawrence R McGee; Michael W Kuehl
Journal:  Oncotarget       Date:  2014-06-30
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  2 in total

1.  One-Pot NBS-Promoted Synthesis of Imidazoles and Thiazoles from Ethylarenes in Water.

Authors:  Liang Chen; Huajian Zhu; Jiang Wang; Hong Liu
Journal:  Molecules       Date:  2019-03-04       Impact factor: 4.411

2.  A multi pathway coupled domino strategy: I2/TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization.

Authors:  Yishou Wang; Shichen Li; Xinfeng Wang; Yiming Yao; Lei Feng; Chen Ma
Journal:  RSC Adv       Date:  2022-02-17       Impact factor: 3.361
  2 in total

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