Rapid construction of acridines via BF3•Et2O promoted cyclization of 2-phenylamino benzophenones
[Display omitted] A concise and practical strategy for the rapid construction of acridines from 2-phenylamino benzophenone promoted by BF3•Et2O has been developed. The reaction goes through the intramolecular Friedel–Crafts acylation and dehydration with a facile work-up procedure. It shows good fun...
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Veröffentlicht in: | Tetrahedron letters 2022-08, Vol.105, p.154044, Article 154044 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | [Display omitted]
A concise and practical strategy for the rapid construction of acridines from 2-phenylamino benzophenone promoted by BF3•Et2O has been developed. The reaction goes through the intramolecular Friedel–Crafts acylation and dehydration with a facile work-up procedure. It shows good functional group tolerance and the yields of acridines are mostly in range of 90–99 %. The efficiency of this reaction is tremendously high, which can be completed within 30 min. Gram-scale synthesis and synthetic application experiment illustrate the practical utility of the method as a synthetic tool. Photoluminescence spectra indicate these acridines are promising candidates for OLEDs and make this new methodology great potentials in materials. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2022.154044 |