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...

Full description

Saved in:
Bibliographic Details
Main Authors: Zakeri, Masoumeh, Nasef, Mohamed Mahmoud, Abouzari-Lotf, Ebrahim Abouzari, Haghi, Hoda
Format: Article
Published: Springer Netherlands 2015
Subjects:
Online Access:http://eprints.utm.my/55951/
http://eprints.utm.my/55951/
http://eprints.utm.my/55951/
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.