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Issue 37, 2016
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Synthesis of pyrazolo[1,5-a]quinoxalin-4(5H)-ones via one-pot amidation/N-arylation reactions under transition metal-free conditions

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Abstract

An efficient one-pot transition metal-free procedure for the synthesis of new pyrazolo[1,5-a]quinoxalin-4(5H)-ones from easily prepared 1-(2-chlorophenyl-5-ethylcarboxylate)pyrazoles and various primary alkylamines is described. The key steps involved in the synthesis of the new 5,6-fused ring system are the formation of an amide intermediate followed by an intramolecular N-arylation reaction via nucleophilic aromatic substitution.

Graphical abstract: Synthesis of pyrazolo[1,5-a]quinoxalin-4(5H)-ones via one-pot amidation/N-arylation reactions under transition metal-free conditions

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Publication details

The article was received on 29 Jun 2016, accepted on 21 Aug 2016 and first published on 26 Aug 2016


Article type: Paper
DOI: 10.1039/C6OB01407K
Citation: Org. Biomol. Chem., 2016,14, 8721-8727

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    Synthesis of pyrazolo[1,5-a]quinoxalin-4(5H)-ones via one-pot amidation/N-arylation reactions under transition metal-free conditions

    C. Wiethan, S. Z. Franceschini, H. G. Bonacorso and M. Stradiotto, Org. Biomol. Chem., 2016, 14, 8721
    DOI: 10.1039/C6OB01407K

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