95392-09-9Relevant academic research and scientific papers
Organo-catalyzed Michael addition of 2-fluoro-2-arylacetonitriles
Chen, De-Yin,Song, Shuai,Chen, Ling-Yan,Ren, Xinfeng,Li, Ya
, (2021/03/01)
An efficient synthesis of a variety of 2-arylacetonitriles containing a fluorinated stereogenic center through organo-catalyzed Michael addition reaction of 2-fluoro-2-arylacetonitriles has been developed. This protocol uses a cheap organocatalyst (DBU) and has a broad substrate scope: α, β-unsaturated ketones, esters, nitriles and sulfones were all successfully reacted. Importantly, water proved to be a good solvent for this reaction.
A NOVEL SYNTHESIS OF α-FLUOROOACETONITRILES. APPLICATION TO A CONVENIENT PREPARATION OF 2-FLUORO-2-PHENETYLAMINES
LeTourneau, Michael E.,McCarthy, James R.
, p. 5227 - 5230 (2007/10/02)
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).
