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The chemistry of 1,6-dioxapyrenes part 3 : Scope and limitations of an acid catalyzed ring-closing reaction

✍ Scribed by Jørn B. Christensen; Klaus Bechgaard

Publisher: Journal of Heterocyclic Chemistry
Year: 2003
Tongue: English
Weight: 44 KB
Volume: 40
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570400503

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✦ Synopsis

Abstract

One of the few methods for synthesis of 1,6‐dioxapyrenes is the acid catalyzed cyclization of 2,6‐disubstituted 1,5‐bis(2‐oxoalkoxy)naphthalenes. The scope and limitations of this reaction has been investigated and 11 new 2,7‐disubstituted 1,6‐dioxapyrenes have been prepared and characterized. Most of the compounds undergo two reversible oxidations to give the corresponding radical as well as di‐ cations.

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