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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 9
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Articles

A solvent and transition metal-free, highly efficient Brønsted acidic ionic liquid promoted one-potthree-component reactions for the synthesis of tetrasubstituted pyrroles

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Pages 1181-1192 | Received 28 Jan 2019, Accepted 07 Mar 2019, Published online: 02 Apr 2019
 

Abstract

The present protocol describes a highly efficient, transition metal and solvent-free one-pot annulation of amines, dialkyl acetylenedicarboxylates and β-nitrostyrene using imidazolium Brønsted acidic ionic liquid for the synthesis of tetrasubstituted pyrroles. A diverse functionalized tetrasubstituted pyrroles derivatives were obtained with excellent yields under transition metal and solvent-free conditions. The Brønsted acidic ionic liquid can be easily recovered and reused for the next reaction without any effects on the yields of the products. This green protocol provides structurally complex, medicinally important tetrasubstituted pyrroles with various substitution patterns in a one-pot operation.

GRAPHICAL ABSTRACT

Additional information

Funding

This research was supported by Basic Science Research Program through the National Research Foundation of Republic of Korea (NRF) funded by the Ministry of Education, Science and Technology (2016R1D1A1B01007177).

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