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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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 |
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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 |
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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. |
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Article |
author |
Zakeri, Masoumeh Nasef, Mohamed Mahmoud Abouzari-Lotf, Ebrahim Abouzari Haghi, Hoda |
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Zakeri, Masoumeh Nasef, Mohamed Mahmoud Abouzari-Lotf, Ebrahim Abouzari Haghi, Hoda |
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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 |
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Springer Netherlands |
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2015 |
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http://eprints.utm.my/id/eprint/55951/ http://dx.doi.org/10.1007/s11164-015-2015-4 |
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