Cyclization of ortho-halogenated N-acylbenzylamines: a formal synthesis of (±)-cherylline
Abstract
ortho-Halogenated N-alkyl-N-acylbenzylamines can be cyclised to dihydroisoquinolones by reaction with KNH2 in liquid NH3 or lithium di-isopropylamide in tetrahydrofuran under photolytic and thermal conditions; the procedure has been employed to synthesize (±)-cherylline.