A Facile One‐Pot Synthesis of 1,2,3,4‐Tetrahydroisoquinoline‐1‐carbonitriles via the Electrogenerated Cyanide Anions from Acetonitrile
Najoua Sbei, Alexander А. Titov, E. B. Markova, Michaïl N. Elinson, Leonid G. Voskressensky
Abstract
Abstract The electrosynthesis of 1,2,3,4‐tetrahydroisoquinoline‐1‐carbonitriles by acetonitrile reduction is a green and safe strategy to replace the traditional cyanation. Herein, we have obtained the 1,2,3,4‐tetrahydroisoquinoline‐1‐carbonitrile in good yields by a simple reaction between dihydroisoquinolin‐2‐ium iodide and the electrogenerated acetonitrile formed under low temperature conditions, when a solution of dry acetonitrile is electrolyzed at a Carbon rod as cathode and a magnesium plate as anode in undivided cell.
Topics & Concepts
AcetonitrileElectrosynthesisCyanationChemistryCyanideIodideTetrahydroisoquinolineAnodeCathodeInorganic chemistryElectrochemistryCombinatorial chemistryOrganic chemistryElectrodeCatalysisPhysical chemistryCatalytic C–H Functionalization MethodsPhenothiazines and Benzothiazines Synthesis and ActivitiesRadical Photochemical Reactions