Increased SBA-15-SO₃H Catalytic Activity through Hydrophilic/Hydrophobic Fluoroalkyl-Chained Alcohols (R_FOH/SBA-15–Pr-SO₃H)

Abstract

A superior catalytic activity for the SBA-15-functionalized sulfonic acid containing fluoroalkyl chain alcohols (R_FOH/SBA-15–Pr-SO₃H adduct) is presented for the synthesis of highly substituted imidazoles. The advantages of this method include low catalyst loading, simple procedure, excellent yields, recyclability of catalyst, and short reaction times.

Key words

fluoroalkyl chain alcohols - TFE/SBA-15–Pr-SO₃H - imidazole - multicomponent reaction

• References

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• 43 General Procedure for the Synthesis of Imidazoles To a mixture of diphenylglyoxal (1 mmol), aldehyde (1 mmol), amine (1 mmol), and NH₄OAc (1.2 mmol) were added TFE/SBA-15–Pr-SO₃H (0.035 g) and heated to 70 °C until reaction was judged to be complete by TLC. The catalyst was separated by centrifugation and washed with TFE. The organic product was recrystallized from EtOH. The catalyst was collected and could be reused. For synthesis of trisubstituted imidazoles, reagents diphenylglyoxal (1 mmol), aldehyde (1 mmol), and NH₄OAc (2.2 mmol) were reacted under the same conditions. All the products were characterized by comparing physical and spectroscopic data with those previously reported in the literature.