Issue 8, 2011
From the journal:

Green Chemistry

A facile, three-component domino protocol for the microwave-assisted synthesis of functionalized naphtho[2,3-b]furan-4,9-diones in water†

Pitchaimani Prasanna,a   Kamaraj Balamurugan,a   Subbu Perumal*a  and  J. Carlos Menéndez*b  

* Corresponding authors

a Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, India
E-mail: subbu.perum@gmail.com
Fax: +91 452-2459845

b Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, Madrid, Spain
E-mail: josecm@farm.ucm.es
Fax: +34 91-3941822

Abstract

A three-component domino reaction of 2-hydroxy-1,4-naphthoquinone, aromatic aldehydes and a pyridinium salt in the presence of ammonium acetate, under microwave irradiation and using water as solvent, furnished a library of novel 2-arylcarbonyl-3-aryl-4,9-dihydronaphtho[2,3-b]furan-4,9-diones in good yields, in a transformation that presumably proceeds via an α,β-unsaturated triketone generation/Michael addition/intramolecular cyclisation/air oxidation one-pot sequence.

Graphical abstract: A facile, three-component domino protocol for the microwave-assisted synthesis of functionalized naphtho[2,3-b]furan-4,9-diones in water

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Article information

DOI
https://doi.org/10.1039/C0GC00952K
Article type
Paper
Submitted
25 Dec 2010
Accepted
21 Apr 2011
First published
21 Jun 2011

Green Chem., 2011,13, 2123-2129

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A facile, three-component domino protocol for the microwave-assisted synthesis of functionalized naphtho[2,3-b]furan-4,9-diones in water

P. Prasanna, K. Balamurugan, S. Perumal and J. C. Menéndez, Green Chem., 2011, 13, 2123 DOI: 10.1039/C0GC00952K

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