Synthesis of α??Cyanoenamines by Cyanation of α??Bromoimmonium Bromides and Dehydrobromination of β??bromo?螃窿?(dialkylamino) nitriles

N De Kimpe, R Verhé, L De Buyck…

Index: Kimpe, Norbert De; Verhe', Roland; Buyck, Laurent De; Schamp, Niceas Chemische Berichte, 1983 , vol. 116, # 12 p. 3846 - 3857

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Citation Number: 20

Abstract

Abstract The reaction of α-bromoimmonium bromides 4 with potassium cyanide in dimethylformamide gave rise to β-bromo-α-(dialkylamino) nitriles 5, which were dehydrobrominated in various basesolvent systems to afford (E)-and (Z)-α-cyanoenamines 2. An adaption of a previously published preparation of α-cyanoenamines starting from aldehydes via enamines led to an improved, efficient and fast synthesis of the title ...