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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 6
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Original Articles

Formation of Naphthoquinone Oxo-Pyridinium Inner Salts

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Pages 1079-1085 | Received 20 Aug 1997, Published online: 20 Aug 2006
 

Abstract

When 2-chloro-3-(substitued phenoxy)naphthazarine (1) was treated with pyridine or substituted pyridine at elevated temperature, an unexpected reaction took place. The product was identified as 5,8-Dihydroxy-1,4-dioxo-3-(substituted pyridinium)-2-naphthoxide (3, 4). A reaction mechanism for the formation of this product was postulated.

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