One-Pot Synthesis of Substituted Trifluoromethylated 2,3-Dihydro‑1H‑imidazoles

An operationally simple one-pot reaction for the preparation of a novel class of racemic trifluoromethylated 2,3-dihydro-1H-imidazoles derived from electron-poor N,O-acetals and aryl Grignard reagents is described. In addition, access to highly functionalized 2-trifluoromethyl-2,3-dihydro-1H-imidazo...

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Veröffentlicht in:Organic letters 2016-07, Vol.18 (14), p.3474-3477
Hauptverfasser: Deutsch, Amrei, Jessen, Christoph, Deutsch, Carl, Karaghiosoff, Konstantin, Hoffmann-Röder, Anja
Format: Artikel
Sprache:eng
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Zusammenfassung:An operationally simple one-pot reaction for the preparation of a novel class of racemic trifluoromethylated 2,3-dihydro-1H-imidazoles derived from electron-poor N,O-acetals and aryl Grignard reagents is described. In addition, access to highly functionalized 2-trifluoromethyl-2,3-dihydro-1H-imidazoles was accomplished by reaction of N-aryl hemiaminal ethers and N-aryl trifluoroethylamines in the presence of an excess of n-butyllithium.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b01672