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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 45, 2015 - Issue 12
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Original Articles

Multicomponent Domino Process for the Synthesis of Some Novel Benzo[a]chromenophenazine Fused Ring Systems Using H2SO4, Phosphotungstic Acid, and [NMP]H2PO4

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Pages 1426-1432 | Received 15 Jan 2015, Published online: 09 Apr 2015
 

Abstract

Efficient, mild, and quantitative procedures for the synthesis of functionalized benzo[c]chromeno[2,3-a]phenazine derivatives by one-pot, four-component condensation of 2-hydroxynaphthalene-1,4-dione, 1,2-phenylenediamines, aromatic aldehydes, and cyclic 1,3-dicarbonyl compounds have been developed using catalytic amounts of H2SO4 and phosphotungstic acid in EtOH/H2O (1:1) under reflux and also with [NMP]H2PO4, which acts as catalyst and medium at 80 °C. The reaction avoids tedious workup procedure due to the direct precipitation of products from the reaction medium. The present finding provides promising synthetic strategies for the synthesis of libraries with functional group diversity.

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Full experimental detail, 1H and 13C NMR spectra, and HPLC traces for this article can be accessed on the publisher’s website.

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