BF3·SiO2: an efficient reagent system for the one-pot synthesis of 1,2,4,5-tetrasubstituted imidazoles

Tetrahedron Letters

Volumn 49, Issue 16, 2008, Pages 2575-2577

  Sadeghi, Bahareh ^a   Mirjalili, Bi Bi Fatemeh ^b   Hashemi, Mohammad M ^c  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

^b YAZD UNIVERSITY   (Iran)

^c SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

1,2,4,5 Tetrasubstituted imidazoles; Aromatic aldehyde; Benzil; BF3 SiO2; One pot synthesis

Indexed keywords

ALDEHYDE; AMINE; AMMONIUM ACETATE; BENZIL; BORON TRIFLUORIDE; IMIDAZOLE DERIVATIVE; REAGENT; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; ONE POT SYNTHESIS; SUBSTITUTION REACTION;

EID: 40849117943     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.02.100     Document Type: Article

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34. 2 and 0.4 g of unpreheated silica gel was stirred for 1 h at room temperature. The slurry was dried slowly on a rotary evaporator at 40 °C. The obtained solid was dried at ambient temperature for 2 h and then stored in a dry container for at least 3 months.
35. 2 (37% w/w) (0.32 g) were placed in a round bottom flask. The reactants were mixed and heated at 140 °C for 2 h (Table 2). The progress of the reaction was followed by TLC. After completion of the reaction, the mixture was cooled to room temperature. Chloroform was added to the mixture which was filtered to remove the catalyst. After evaporation of the solvent, an oily residue or an impure solid was obtained. By adding ethanol and water to the residue, a milky to yellow solid was obtained. The solid was then crystallized from ethanol. All the products are known and were identified by comparison of their physical and spectral data with those of authentic samples.