Literature DB >> 27677738

Synthesis of amino ester-embedded benzimidazoles: a one-pot sequential protocol under metal-free neutral conditions.

Priyabrata Roy1,2, Chandan Bodhak1, Animesh Pramanik3.   

Abstract

A one-pot three-component protocol has been developed for the synthesis of amino ester-embedded benzimidazoles under metal-free neutral conditions. Sequentially, the methodology involves coupling of an amino ester with 1-fluoro-2-nitrobenzene, reduction of the coupled nitroarene by sodium dithionite, and cyclization of the corresponding diamine with an aldehyde.

Entities:  

Keywords:  Amino acids; Benzimidazoles; Cyclization; MCRs; Reduction; Substitution

Mesh:

Substances:

Year:  2016        PMID: 27677738     DOI: 10.1007/s11030-016-9701-z

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


  19 in total

1.  Antimicrobial activity and a SAR study of some novel benzimidazole derivatives bearing hydrazone moiety.

Authors:  Yusuf Ozkay; Yağmur Tunali; Hülya Karaca; Ilhan Işikdağ
Journal:  Eur J Med Chem       Date:  2010-04-18       Impact factor: 6.514

2.  One-pot synthesis of benzimidazoles by simultaneous photocatalytic and catalytic reactions on Pt@TiO2 nanoparticles.

Authors:  Yasuhiro Shiraishi; Yoshitsune Sugano; Shunsuke Tanaka; Takayuki Hirai
Journal:  Angew Chem Int Ed Engl       Date:  2010-02-22       Impact factor: 15.336

3.  C-H functionalization/C-N bond formation: copper-catalyzed synthesis of benzimidazoles from amidines.

Authors:  Gordon Brasche; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Copper-catalyzed intramolecular C-N bond formation: a straightforward synthesis of benzimidazole derivatives in water.

Authors:  Jinsong Peng; Min Ye; Cuijuan Zong; Fangyun Hu; Lingtong Feng; Xiaoyan Wang; Yufeng Wang; Chunxia Chen
Journal:  J Org Chem       Date:  2010-12-22       Impact factor: 4.354

5.  Synthesis and Anti-inflammatory Evaluation of Novel Benzimidazole and Imidazopyridine Derivatives.

Authors:  Gaozhi Chen; Zhiguo Liu; Yali Zhang; Xiaoou Shan; Lili Jiang; Yunjie Zhao; Wenfei He; Zhiguo Feng; Shulin Yang; Guang Liang
Journal:  ACS Med Chem Lett       Date:  2012-11-21       Impact factor: 4.345

Review 6.  Pharmacokinetics of an emerging new class of anticoagulant/antithrombotic drugs. A review of small-molecule thrombin inhibitors.

Authors:  J Hauptmann
Journal:  Eur J Clin Pharmacol       Date:  2002-01       Impact factor: 2.953

7.  An experimental and computational analysis on the differential role of the positional isomers of symmetric bis-2-(pyridyl)-1H-benzimidazoles as DNA binding agents.

Authors:  Padmaparna Chaudhuri; Bishwajit Ganguly; Santanu Bhattacharya
Journal:  J Org Chem       Date:  2007-02-17       Impact factor: 4.354

8.  Potential anxiolytic agents. Part 4: novel orally-active N(5)-substituted pyrido[1,2-a]benzimidazoles with high GABA-A receptor affinity.

Authors:  Alfonzo D Jordan; Anil H Vaidya; Daniel I Rosenthal; Barry Dubinsky; Cheryl P Kordik; Pauline J Sanfilippo; Wu-Nan Wu; Allen B Reitz
Journal:  Bioorg Med Chem Lett       Date:  2002-09-02       Impact factor: 2.823

Review 9.  Use of GNRH antagonists in reproductive medicine.

Authors:  P Merviel; S Najas; H Campy; S Floret; F Brasseur
Journal:  Minerva Ginecol       Date:  2005-02

10.  Using molecular iodine in direct oxidative condensation of aldoses with diamines: an improved synthesis of aldo-benzimidazoles and aldo-naphthimidazoles for carbohydrate analysis.

Authors:  Chunchi Lin; Po-Ting Lai; Sylvain Kuo-Shiang Liao; Wei-Ting Hung; Wen-Bin Yang; Jim-Min Fang
Journal:  J Org Chem       Date:  2008-04-19       Impact factor: 4.354

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  1 in total

1.  Mild and Expeditious Synthesis of Sulfenyl Enaminones of l-α-Amino Esters and Aryl/Alkyl Amines through NCS-Mediated Sulfenylation.

Authors:  Sayan Mukherjee; Animesh Pramanik
Journal:  ACS Omega       Date:  2021-11-30
  1 in total

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