Synthesis of Acridines by the [4 + 2] Annulation of Arynes and 2-Aminoaryl Ketones

Synthesis of Acridines by the [4 + 2] Annulation of Arynes and 2-Aminoaryl Ketones

The reaction of 2-aminoaryl ketones and arynes generated by the treatment of various o-(trimethylsilyl)aryl triflates with CsF results in [4 + 2] annulation to afford substituted acridines in good yields.

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Veröffentlicht in:Journal of organic chemistry 2010-04, Vol.75 (7), p.2289-2295
Hauptverfasser: Rogness, Donald C, Larock, Richard C
Format: Artikel
Sprache:eng
Schlagworte:
Acridines - chemical synthesis
Acridines - chemistry
Chemistry
Combinatorial Chemistry Techniques
Cyclization
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Ketones - chemistry
Magnetic Resonance Spectroscopy
Models, Chemical
Molecular Structure
Organic chemistry
Preparations and properties
Structure-Activity Relationship
Temperature
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Beschreibung
Zusammenfassung:The reaction of 2-aminoaryl ketones and arynes generated by the treatment of various o-(trimethylsilyl)aryl triflates with CsF results in [4 + 2] annulation to afford substituted acridines in good yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo1000687