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Synthesis 2013; 45(9): 1191-1200
DOI: 10.1055/s-0032-1318494
DOI: 10.1055/s-0032-1318494
paper
Alum-Catalyzed Synthesis of 3-(1H-Pyrrol-2-yl)-2H-chromen-2-ones: A Water–PEG 400 Binary Solvent Mediated, One-Pot, Three-Component Protocol
Further Information
Publication History
Received: 16 January 2013
Accepted after revision: 04 March 2013
Publication Date:
19 March 2013 (online)
Abstract
A novel, one-pot, three-component condensation reaction of 3-(bromoacetyl)coumarin, acetylacetone, and an amine using the inexpensive, environmentally benign, and mild catalyst alum as an efficient catalyst and the water–PEG 400 binary solvent system gives 3-(1-aryl-4-acetyl-5-methyl-1H-pyrrol-2-yl)-2H-chromen-2-ones, a new heterocyclic scaffold containing both the coumarin and pyrrole nuclei in a single molecule, in good to excellent yields. This methodology offers several advantages: simple procedure, excellent yields, short reaction times, and green aspects such as avoiding toxic catalysts and solvents.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
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