An Inorganic Iodine-Catalyzed Oxidative System for the Synthesis of Benzimidazoles Using Hydrogen Peroxide under Ambient Conditions

An Inorganic Iodine-Catalyzed Oxidative System for the Synthesis of Benzimidazoles Using Hydrogen Peroxide under Ambient Conditions

A simple and efficient catalytic oxidative system for the synthesis of benzimidazole derivatives with H2O2 in the presence of catalytic amounts of Bu4NI is developed. The formation of highly reactive iodine (III) intermediate [Bu4N]+[IO2]− is detected by ESI–MS for the first time, and a possible mec...

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Veröffentlicht in:ChemSusChem 2011-08, Vol.4 (8), p.1082-1086
Hauptverfasser: Zhu, Chenjie, Wei, Yunyang
Format: Artikel
Sprache:eng
Schlagworte:
aldehydes
Benzaldehydes - chemistry
Benzimidazoles - chemical synthesis
Catalysis
dehydrogenation
heterocycles
homogeneous catalysis
Hydrogen Peroxide - chemistry
hypervalent compounds
Iodine - chemistry
Oxidation-Reduction
Phenylenediamines - chemistry
Spectrometry, Mass, Electrospray Ionization
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Zusammenfassung:A simple and efficient catalytic oxidative system for the synthesis of benzimidazole derivatives with H2O2 in the presence of catalytic amounts of Bu4NI is developed. The formation of highly reactive iodine (III) intermediate [Bu4N]+[IO2]− is detected by ESI–MS for the first time, and a possible mechanism for the oxidation is proposed.
ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.201100228