Issue 44, 2015

Deep eutectic solvent: a simple, environmentally benign reaction media for regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles

Abstract

Choline hydroxide has been successfully employed as an efficient base as well as reaction media for the synthesis of 2,3,4-trisubstituted 1H-pyrroles from methyl 2-isocyanoacetate and α,β-unsaturated ketones. The choline hydroxide used is inexpensive, non-toxic, recyclable and environmentally friendly. Mild reaction conditions and an easy workup procedure are the striking features of this protocol. This transformation proceeds through the 1,4-conjugate addition of methyl 2-isocyanoacetate with α,β-unsaturated ketones followed by intramolecular cyclization–oxidation reaction.

Graphical abstract: Deep eutectic solvent: a simple, environmentally benign reaction media for regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles

Supplementary files

Article information

Article type
Paper
Submitted
21 Feb 2015
Accepted
07 Apr 2015
First published
17 Apr 2015

RSC Adv., 2015,5, 35166-35174

Author version available

Deep eutectic solvent: a simple, environmentally benign reaction media for regioselective synthesis of 2,3,4-trisubstituted 1H-pyrroles

H. P. Kalmode, K. S. Vadagaonkar, K. Murugan, S. Prakash and A. C. Chaskar, RSC Adv., 2015, 5, 35166 DOI: 10.1039/C5RA03270A

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