N‑Difluoromethylation of Imidazoles and Benzimidazoles Using the Ruppert–Prakash Reagent under Neutral Conditions

N‑Difluoromethylation of Imidazoles and Benzimidazoles Using the Ruppert–Prakash Reagent under Neutral Conditions

Direct N-difluoromethylation of imidazoles and benzimidazoles has been achieved using TMS-CF3 (the Ruppert–Prakash reagent) under neutral conditions. Difluoromethylated products were obtained in good-to-excellent yields. Inexpensive, commercially available starting materials, neutral conditions, and...

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Veröffentlicht in:Organic letters 2014-01, Vol.16 (1), p.54-57
Hauptverfasser: Prakash, G. K. Surya, Krishnamoorthy, Sankarganesh, Ganesh, Somesh K, Kulkarni, Aditya, Haiges, Ralf, Olah, George A
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Sprache:eng
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Zusammenfassung:Direct N-difluoromethylation of imidazoles and benzimidazoles has been achieved using TMS-CF3 (the Ruppert–Prakash reagent) under neutral conditions. Difluoromethylated products were obtained in good-to-excellent yields. Inexpensive, commercially available starting materials, neutral conditions, and shorter reaction times are advantages of this methodology. Reactions are accessible through conventional as well as microwave irradiation conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol403007j