Copper-Catalyzed Tandem O‑Arylation–Oxidative Cross Coupling: Synthesis of Chromone Fused Pyrazoles

Intermolecular tandem copper-catalyzed O-arylation–oxidative acylation (cross dehydrogenative coupling-CDC) has been developed under air as an oxidant. The reaction between 2,4-dihydro-3H-pyrazol-3-ones and ortho-halo aryl carboxaldehydes furnished the corresponding chromone fused pyrazoles, in a st...

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Bibliographic Details
Published in:Journal of organic chemistry 2017-03, Vol.82 (6), p.2926-2934
Main Authors: Obulesu, Owk, Babu, K. Harish, Nanubolu, Jagadeesh Babu, Suresh, Surisetti
Format: Article
Language:English
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Summary:Intermolecular tandem copper-catalyzed O-arylation–oxidative acylation (cross dehydrogenative coupling-CDC) has been developed under air as an oxidant. The reaction between 2,4-dihydro-3H-pyrazol-3-ones and ortho-halo aryl carboxaldehydes furnished the corresponding chromone fused pyrazoles, in a straightforward manner. The synthetic utility of the presented tandem catalysis has been demonstrated with the synthesis of an A2-subtype selective adenosine receptor antagonist in only two steps.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02890