Novel, One-Pot, Three-Component, Regioselective Synthesis of Fluorine-Containing Thiazole and Bis-3H-thiazole Derivatives Using Polyvinyl Pyridine as Heterogeneous Catalyst, and Evaluation of Their Antibacterial Activity

Jafar Abbasi Shiran, Asieh Yahyazadeh, Manouchehr Mamaghani, Bohari Mohd. Yamin, Jalal Albadi, Farhad Shirini, Mehdi Rassa

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

(Chemical Presented). A convenient, one-pot, three-component regioselective synthesis of novel 2,2′-(1,4-phenylene)-bis-(3-aryl-2-substituted imino-4-aryl-3H-thiazole) derivatives from 1,4-phenylene diisothiocyanate, aryl amines, and various phenacyl bromide, and also the regioselective synthesis of 3-alkyl-2-(aryl imino)-4-cyclopropyl-5-(2′-fluorophenyl)-thiazole derivatives from alkylisothiocyanate, aryl amines, and 2-bromo-2-(2-fluorophenyl)-1-cyclopropylethanone in the presence of poly-4-vinyl pyridine as heterogenous basic catalyst are described. This efficient method produced the products at room temperature with excellent yields (82-96%). The structures of all products were characterized by spectral and elemental analyses. The antimicrobial activity of the synthesized compounds was evaluated against Salmonella enterica, Micrococcus luteus, Bacillus subtilis, and Pseudomonas aeruginosa.

Original languageEnglish
Pages (from-to)1520-1532
Number of pages13
JournalSynthetic Communications
Volume45
Issue number13
DOIs
Publication statusPublished - 3 Jul 2015

Fingerprint

Polyvinyls
Thiazoles
Fluorine
Amines
Derivatives
Catalysts
Salmonella
Bacilli
Temperature
pyridine
1,4-phenylene diisothiocyanate
phenacyl bromide

Keywords

  • 1,4-phenylene diisothiocyanate
  • Antibacterial activity
  • fluorine-containing thiazole
  • heterogenous base catalysis
  • one-pot
  • poly-4-vinyl pyridine
  • three-component

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Novel, One-Pot, Three-Component, Regioselective Synthesis of Fluorine-Containing Thiazole and Bis-3H-thiazole Derivatives Using Polyvinyl Pyridine as Heterogeneous Catalyst, and Evaluation of Their Antibacterial Activity. / Abbasi Shiran, Jafar; Yahyazadeh, Asieh; Mamaghani, Manouchehr; Mohd. Yamin, Bohari; Albadi, Jalal; Shirini, Farhad; Rassa, Mehdi.

In: Synthetic Communications, Vol. 45, No. 13, 03.07.2015, p. 1520-1532.

Research output: Contribution to journalArticle

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AU - Shirini, Farhad

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