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

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...

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Main Authors: Zakeri, Masoumeh, Nasef, Mohamed Mahmoud, Abouzari-Lotf, Ebrahim Abouzari, Haghi, Hoda
Format: Article
Published: Springer Netherlands 2015
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Online Access:http://eprints.utm.my/id/eprint/55951/
http://dx.doi.org/10.1007/s11164-015-2015-4
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spelling my.utm.559512017-08-25T10:50:44Z http://eprints.utm.my/id/eprint/55951/ Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids Zakeri, Masoumeh Nasef, Mohamed Mahmoud Abouzari-Lotf, Ebrahim Abouzari Haghi, Hoda TP Chemical technology 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. Springer Netherlands 2015-12-01 Article PeerReviewed 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 http://dx.doi.org/10.1007/s11164-015-2015-4 DOI:10.1007/s11164-015-2015-4
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
topic TP Chemical technology
spellingShingle TP Chemical technology
Zakeri, Masoumeh
Nasef, Mohamed Mahmoud
Abouzari-Lotf, Ebrahim Abouzari
Haghi, Hoda
Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
description 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.
format Article
author Zakeri, Masoumeh
Nasef, Mohamed Mahmoud
Abouzari-Lotf, Ebrahim Abouzari
Haghi, Hoda
author_facet Zakeri, Masoumeh
Nasef, Mohamed Mahmoud
Abouzari-Lotf, Ebrahim Abouzari
Haghi, Hoda
author_sort Zakeri, Masoumeh
title Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
title_short Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
title_full Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
title_fullStr Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
title_full_unstemmed Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
title_sort ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
publisher Springer Netherlands
publishDate 2015
url http://eprints.utm.my/id/eprint/55951/
http://dx.doi.org/10.1007/s11164-015-2015-4
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