Transition‐Metal‐Free Synthesis of 1,2‐diphenyl‐1H‐benzo[d] Imidazole Derivatives from N‐phenylbenzimidamides and Cyclohexanones
A transition‐metal‐free strategy for the formation of 1,2‐diphenyl‐1H‐benzo[d] imidazoles from N‐phenylbenzimidamides and cyclohexanones is introduced. This is the first report on the direct synthesis of 1,2‐diphenyl‐1H‐benzo[d] imidazoles from cyclohexanones and N‐phenylbenzimidamides via iodine‐ p...
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Veröffentlicht in: | Advanced synthesis & catalysis 2020-02, Vol.362 (3), p.487-492 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A transition‐metal‐free strategy for the formation of 1,2‐diphenyl‐1H‐benzo[d] imidazoles from N‐phenylbenzimidamides and cyclohexanones is introduced. This is the first report on the direct synthesis of 1,2‐diphenyl‐1H‐benzo[d] imidazoles from cyclohexanones and N‐phenylbenzimidamides via iodine‐ promoted oxidative cyclization. Non‐aromatic cyclohexanones were smoothly dehydrogenated, and acted as an aryl source using oxygen as a green oxidant. The catalytic use of iodine makes this method quite simple, more economical and convenient. Under optimized conditions, various substituted 1,2‐diphenyl‐1H‐benzo[d] imidazoles were smoothly reacted, and the desired substituted imidazoles were generated with moderate to excellent yields. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.201901161 |