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A Peculiar Reaction of Aminoallenes with Aromatic and Heteroaromatic Aldehydes
Authors:R Nijs  H D Verkruijsse  S Harder  A CH T M van der Kerk  L Brandsma
Institution:Department of Preparative Organic Chemistry of , the University, Debye Institute , Padualaan 8, 3584, CH, Utrecht, The Netherlands
Abstract:Addition of the Allenic amine H2C═C═CHNMe2 and the corresponding N-morpholinoallene to a solution of an aromatic or heteroaromatic aldehyde, RCH═O, and lithium bromide in tetrahydrofuran followed by treatment of the reaction mixture with a small amount of acetic acid at elevated temperatures affords the aldehydes RCH═C(CH2NR'2)CH═O (NR'2=NMe2 or morpholino) in reasonable yields.
Keywords:Aldehydes  amines  trimethylsilyl cyanide  α‐aminonitriles  ruthenium trichloride
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