Synthesis of N -alkoxy-substituted 2 H -benzimidazoles

Synthesis of N -alkoxy-substituted 2 H -benzimidazoles

Treatment of 2-nitro- -(2-methyl-1-propen-1-yl)benzenamines with potassium -butoxide in -butanol followed by the addition of an electrophile affords -alkoxy-2 -benzimidazoles. Electrophiles including methyl iodide, allylic bromides, propargylic bromides, benzyl bromide, and acetyl chloride gave good...

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Veröffentlicht in:Tetrahedron letters 2017-12, Vol.58 (50), p.4717
Hauptverfasser: Ansari, Nurul H, Söderberg, Björn C G
Format: Artikel
Sprache:eng
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Zusammenfassung:Treatment of 2-nitro- -(2-methyl-1-propen-1-yl)benzenamines with potassium -butoxide in -butanol followed by the addition of an electrophile affords -alkoxy-2 -benzimidazoles. Electrophiles including methyl iodide, allylic bromides, propargylic bromides, benzyl bromide, and acetyl chloride gave good to excellent yields of product while 1-iodo- and 2-iodo-butane afforded very low yields.
ISSN:0040-4039