Synthesis of 5,12-Diazapentacenes and Their Properties

An efficient synthesis via a precursor route to a new class of linear dialkyldiaminoazapentacenes is reported. The synthetic route involves the coupling of 4-substituted aniline derivatives to 2,5-dibromoterephthalonitrile via Buchwald–Hartwig amination followed by an acid-mediated cyclization to fu...

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Veröffentlicht in:Journal of organic chemistry 2019-12, Vol.84 (23), p.15079-15086
Hauptverfasser: Garcia, Rosalva C, Pech, Matthew J, Sommer, Roger, Gorman, Christopher B
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient synthesis via a precursor route to a new class of linear dialkyldiaminoazapentacenes is reported. The synthetic route involves the coupling of 4-substituted aniline derivatives to 2,5-dibromoterephthalonitrile via Buchwald–Hartwig amination followed by an acid-mediated cyclization to furnish the diazapentacenes. These reactions occur under short reaction times (
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b01628