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Synthesis 2009(24): 4125-4128
DOI: 10.1055/s-0029-1217070
DOI: 10.1055/s-0029-1217070
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
N-Heterocyclic Carbene Catalyzed Nucleophilic Acylation of Trifluoromethyl Ketimines
Further Information
Received
28 August 2009
Publication Date:
22 October 2009 (online)
Publication History
Publication Date:
22 October 2009 (online)
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Abstract
An efficient N-heterocyclic carbene (NHC)-catalyzed nucleophilic acylation of trifluoromethyl ketimines has been developed. The combination of N-aryl trifluoromethyl ketimines with various furan-2-carbaldehydes leads chemoselectively to the corresponding α-amino-α-trifluoromethyl ketones in moderate to very good yields (32-87%) providing ready access to this pharmaceutically important class of compounds.
Key words
organocatalysis - N-heterocyclic carbenes - aldehyde/ketimine cross-coupling - α-amino-α-trifluoromethyl ketones - umpolung
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