Tetrahedron Letters p. 5227 - 5230 (1984)
Update date:2022-08-04
Topics:
LeTourneau, Michael E.
McCarthy, James R.
α-Fluorophenylacetonitriles (3) are readily prepared by the treatment of the corresponding benzaldehyde cyanohydrin trimethylsilylethers (2) with diethylaminosulfur trifluoride (DAST).This method for the introduction of fluorine alpha to the cyano group is also applicable to the cyanohydrin trimethylsilylethers of aromatic ketones.Diborane reduction of the α-fluorophenylacetonitriles (3) yields 2-fluoro-2-phenethylamines (4).
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