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Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids

Zakeri, Masoumeh and Nasef, Mohamed Mahmoud and Abouzari-Lotf, Ebrahim Abouzari and Haghi, Hoda (2015) Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids. Research on Chemical Intermediates, 41 (12). pp. 10108-10097. ISSN 0922-6168

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Official URL: http://dx.doi.org/10.1007/s11164-015-2015-4

Abstract

Imidazolium and N-methyl-2-pyrrolidonium ionic liquids under ultrasound irradiation were developed as a green and expeditious approach for C-alkylation and N-alkylation of the nitrogen heterocycles including indoles and imidazoles with aliphatic and aromatic epoxides. Ionic liquids were used with a dual role of catalyst and solvent. The highest yield (85 %) was obtained with N-methyl-2- pyrrolidonium dihydrogen phosphate [H-NMP]H2PO4 as a pyrrolidonium ionic liquid under ultrasound at 50 kHz, with a reaction time of 60 min and reaction temperature of 60 °C. The combination of ionic liquids and ultrasonic irradiation was found to be an effective, green and eco-friendly method for alkylation of indoles and imidazoles.

Item Type:Article
Uncontrolled Keywords:regioselective ring opening, ultrasound irradiation
Subjects:T Technology > TP Chemical technology
Divisions:Chemical Engineering
ID Code:55951
Deposited By: Muhamad Idham Sulong
Deposited On:27 Oct 2016 09:36
Last Modified:25 Aug 2017 10:50

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