4.5 Article

A Three-Step Synthesis of 1,7-Diazaperylene and Derivatives

Journal

SYNTHESIS-STUTTGART
Volume 53, Issue 4, Pages 713-722

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1707293

Keywords

heterocycles; perylene; aromatics; functional materials; UV/Vis spectroscopy

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1,7-Diazaperylene and its derivatives were synthesized through a scalable route from 1,5-diaminoanthraquinone, involving Meerwein reaction with acrylonitrile and subsequent cyclisation with ammonia. The use of tert-butyl alcohol as the solvent resulted in a significant enhancement of the Meerwein reaction.
1,7-Diazaperylene and various derivatives were synthesised in an upscaleable route from 1,5-diaminoanthraquinone and its Meerwein reaction with acrylonitrile and subsequent cyclisation with ammonia. The application of tert-butyl alcohol as the solvent led to a significant improvement in the Meerwein reaction.

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