SO3H-Functionalized Ionic Liquids: Green, Efficient and Reusable Catalysts for the Facile Dehydration of Aldoximes into Nitriles

Easily synthesized aldoximes have been converted to the corresponding nitriles under very mild conditions by a simple reaction using two halogen-free SO3H-functionalized ionic liquids, 3-methyl-l-(4-sulfonic acid)butylimidazolium hydrogen sulfate [MIM(CH2)aSO3H][HSO4] and 1-(4-sulfonic acid)butylpyr...

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Veröffentlicht in:Chinese journal of chemistry 2011-05, Vol.29 (5), p.978-982
Hauptverfasser: Davoodnia, Abolghasem, Khojastehnezhad, Amir, Bakavoli, Mehdi, Tavakoli-Hoseini, Niloofar
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Sprache:eng
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Zusammenfassung:Easily synthesized aldoximes have been converted to the corresponding nitriles under very mild conditions by a simple reaction using two halogen-free SO3H-functionalized ionic liquids, 3-methyl-l-(4-sulfonic acid)butylimidazolium hydrogen sulfate [MIM(CH2)aSO3H][HSO4] and 1-(4-sulfonic acid)butylpyridinium hydrogen sulfate [PY(CH2)4SO3H][HSO4], as catalyst and reaction medium without any additional organic solvent. The method was equally effective for aromatic aldoximes bearing electron-donating and electron-withdrawing substituents. Taking into account environmental and economical consideration, the protocol presented here has the merits of environmentally friendly, simple operation, easy work-up and very good yields. The catalysts could be recycled and reused for several times without noticeably decreasing in their catalytic activities.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201190199