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The chemistry of 1,6‐dioxapyrenes part 3 : Scope and limitations of an acid catalyzed ring‐closing reaction
Author(s) -
Christensen Jørn B.,
Bechgaard Klaus
Publication year - 2003
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570400503
Subject(s) - chemistry , scope (computer science) , catalysis , ring (chemistry) , closing (real estate) , acid catalysis , combinatorial chemistry , organic chemistry , medicinal chemistry , computer science , political science , law , programming language
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.