Practical Synthesis of p- and o-Amino- and Methoxyphenolic Anthraquinones

Practical Synthesis of p- and o-Amino- and Methoxyphenolic Anthraquinones

New versatile and selective methods for the syntheses of substituted amino‐ and methoxyphenolic anthraquinones (I–IV) based on fusion of cyanophthalides (V) and semiquinone aminals (VI, VII) under basic conditions are described. Fusion: 3‐Cyanophthalides (V) react with substituted amino semiquinone...

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Veröffentlicht in:Angewandte Chemie International Edition 2015-10, Vol.54 (43), p.12687-12691
Hauptverfasser: Nicolaou, K. C., Lu, Min, Chen, Pengxi, Shah, Akshay A.
Format: Artikel
Sprache:eng
Schlagworte:
3-cyanophthalides
Amination
Amines - chemical synthesis
Amines - chemistry
Anthraquinones
Anthraquinones - chemical synthesis
Anthraquinones - chemistry
Arrays
Benzofurans - chemical synthesis
Benzofurans - chemistry
Phenols - chemical synthesis
Phenols - chemistry
semiquinone aminals
substituted anthraquinones
Synthesis
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Beschreibung
Zusammenfassung:New versatile and selective methods for the syntheses of substituted amino‐ and methoxyphenolic anthraquinones (I–IV) based on fusion of cyanophthalides (V) and semiquinone aminals (VI, VII) under basic conditions are described. Fusion: 3‐Cyanophthalides (V) react with substituted amino semiquinone aminals (VI, VII) under basic conditions to provide selectively a diverse array of substituted amino‐ and methoxyphenolic anthraquinones (I–IV).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201507007