Issue 30, 2015

Tandem copper (Cu) catalysed N-arylation–vinylogous nitroaldol condensation of 3,5-disubstituted 4-nitropyrazoles

Abstract

A tandem process involving copper catalysed N-arylation and vinylogous nitroaldol condensation is described. The reaction of 3,5-dialkyl substituted 4-nitropyrazoles and ortho-halo substituted (hetero)aryl aldehydes or ketones furnished 3-nitropyrazolo[1,5-a]quinoline and heteroaryl-fused 3-nitropyrazolo[1,5-a]pyridine derivatives in moderate to high yields.

Graphical abstract: Tandem copper (Cu) catalysed N-arylation–vinylogous nitroaldol condensation of 3,5-disubstituted 4-nitropyrazoles

Supplementary files

Article information

Article type
Paper
Submitted
19 May 2015
Accepted
19 Jun 2015
First published
19 Jun 2015

Org. Biomol. Chem., 2015,13, 8232-8240

Tandem copper (Cu) catalysed N-arylation–vinylogous nitroaldol condensation of 3,5-disubstituted 4-nitropyrazoles

O. Obulesu, J. B. Nanubolu and S. Suresh, Org. Biomol. Chem., 2015, 13, 8232 DOI: 10.1039/C5OB01011J

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