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A novel bronsted acid ionic liquid [HSO3-BMIM][BF4] catalyzed one-pot facile synthesis of xanthenes in aqueous ethanol medium
Y
M
DOI:10.1016/j.tetlet.2026.156062.png)
Abstract
En 中文
Xanthene derivatives constitute an important family of compounds built on heterocyclic frameworks and exhibit diverse therapeutic and biological activities. In this report, a novel Br & Oslash;nsted acid ionic liquid, 1-methyl-3-(4-sulfobutyl) imidazolium tetrafluoroborate [HSO3-BMIM][BF4], strategy was developed. The synthesised highly efficient ionic liquid was characterized by spectroscopic techniques such as 1H NMR, 13C NMR, DEPT-135, 11B, 19F, HRMS (+ve, -ve) and FT-IR. This study presents a simple and eco-friendly approach for the formation of xanthene derivatives via the cyclocondensation reaction of substituted cyclohexane-1,3-dione with various substituted aromatic aldehydes (with both electron-donating and electron-withdrawing groups) by employing [HSO3-BMIM][BF4]- as a catalyst in an aqueous ethanol medium at 80 degrees C. Under these conditions, 20 xanthene derivatives were successfully synthesised in 20-30 min, with a maximum yield of 94%. Synthesised compounds were characterized using spectroscopic techniques, including 1H NMR, 13C NMR, FT-IR and SCXRD. The [HSO3BMIM][BF4] catalyst was found to be reusable for up to four successive cycles. A feasible mechanism for the reaction was also suggested. This methodology stands out for its ability to efficiently synthesise xanthene derivatives while minimizing environmental impact.
Keywords:
Substituted cyclohexane-1
3-dione
Aqueous ethanol
[HSO3-BMIM][BF4]
ionic liquid
Xanthenes
Journal
T
IF:
1.5
Papers:
148
Citations:
4.2W
