A Convenient Synthesis of 2-Acyl-2-alkyl-3-nitro-2H-chromenes

A Convenient Synthesis of 2-Acyl-2-alkyl-3-nitro-2H-chromenes

Treatment of 2-hydroxybenzaldehydes by potassium t-butoxide in THF at 0°C, followed by addition of β-nitroenones 1 affords 2-acyl-2-alkyl-4-hydroxy-3-nitrochromanes 3. Subsequent treatment of these nitro alcohols by silica gel at 50°C leads to the desired 2-acyl-2-alkyl-3-nitro-2H-chromenes 4 in goo...

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Veröffentlicht in:Synthetic communications 1997-01, Vol.27 (11), p.1877-1883
Hauptverfasser: Ahrach, Mohammed, Gérardin, Philippe, Loubinoux, Bernard
Format: Artikel
Sprache:eng
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Zusammenfassung:Treatment of 2-hydroxybenzaldehydes by potassium t-butoxide in THF at 0°C, followed by addition of β-nitroenones 1 affords 2-acyl-2-alkyl-4-hydroxy-3-nitrochromanes 3. Subsequent treatment of these nitro alcohols by silica gel at 50°C leads to the desired 2-acyl-2-alkyl-3-nitro-2H-chromenes 4 in good yields.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919708006788