Literature DB >> 24631842

Ultrasound promoted one pot synthesis of novel fluorescent triazolyl spirocyclic oxindoles using DBU based task specific ionic liquids and their antimicrobial activity.

Harjinder Singh1, Jayant Sindhu1, Jitender M Khurana2, Chetan Sharma3, K R Aneja3.   

Abstract

Spirocyclic oxindoles and triazolyl derivatives posses remarkable biological activities. In present work, we have described an efficient one pot four-component domino reaction of 1-(prop-2-ynyl)indoline-2,3-dione, cyclic 1,3-diketones, malononitrile and various aryl azides in DBU based ionic liquids [DBU-H]OAc and [DBU-Bu]OH under ultrasonic irradiation for the construction of heterocycles, comprising spiro-oxindole, 2-amino-4H-pyran, and 1,2,3-triazoles substructures. The antimicrobial activity of all compounds has been investigated against six microbial strains. All compounds showed good antimicrobial activity. All newly synthesized compounds exhibit fluorescence in methanol with large stoke shift.
Copyright © 2014 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  1,2,3-Triazole; Antimicrobial activity; Ionic liquids; Multicomponent reactions; Ultrasonic irradiation

Mesh:

Substances:

Year:  2014        PMID: 24631842     DOI: 10.1016/j.ejmech.2014.03.016

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  6 in total

Review 1.  Sonochemical Protocols for Heterocyclic Synthesis: A Representative Review.

Authors:  Meena Devi; Rahul Singh; Jayant Sindhu; Ashwani Kumar; Sohan Lal; Ramesh Kumar; Khalid Hussain; Megha Sachdeva; Devender Singh; Parvin Kumar
Journal:  Top Curr Chem (Cham)       Date:  2022-02-12

2.  Unexpected solvation-stabilisation of ions in a protic ionic liquid: insights disclosed by a bond energetic study.

Authors:  Zhen Wang; Feixiang Gao; Pengju Ji; Jin-Pei Cheng
Journal:  Chem Sci       Date:  2018-03-05       Impact factor: 9.825

3.  Design, Synthesis, and Biological Evaluation of Novel Fused Spiro-4H-Pyran Derivatives as Bacterial Biofilm Disruptor.

Authors:  Mohammad Irfan; Parvez Khan; Mohammad Abid; Md Musawwer Khan
Journal:  ACS Omega       Date:  2019-09-30

Review 4.  Ultrasound for Drug Synthesis: A Green Approach.

Authors:  Micheline Draye; Gregory Chatel; Romain Duwald
Journal:  Pharmaceuticals (Basel)       Date:  2020-01-31

5.  New N-phenylacetamide-incorporated 1,2,3-triazoles: [Et3NH][OAc]-mediated efficient synthesis and biological evaluation.

Authors:  Satish V Akolkar; Amol A Nagargoje; Vagolu S Krishna; Dharmarajan Sriram; Jaiprakash N Sangshetti; Manoj Damale; Bapurao B Shingate
Journal:  RSC Adv       Date:  2019-07-18       Impact factor: 4.036

6.  Design, synthesis, and discovery of novel oxindoles bearing 3-heterocycles as species-specific and combinatorial agents in eradicating Staphylococcus species.

Authors:  Jonghoon Shin; Krishna Bahadur Somai Magar; Jungwoon Lee; Kwang-Sun Kim; Yong Rok Lee
Journal:  Sci Rep       Date:  2019-09-16       Impact factor: 4.379

  6 in total

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