

A CONVENIENT APPROACH TO THE SYNTHESIS OF 1-HALOMETHYL-SUBSTITUTED 2,4,5,6-TETRAHYDRO-1H-IMIDAZO[1,2-a][1]BENZAZEPINES

Abstract
Intramolecular halocyclization of N-allyl-4,5-dihydro-3H-1-benzazepin-2-amines, obtained by consecutive methylation and allylamination of benzazepin-2-ones, by the action of N-iodo(bromo)succinimide in acetonitrile at room temperature lead to the formation 1-(iodo(bromo)methyl)-2,4,5,6-tetrahydro-1H-imidazo[1,2-a][1]benzazepines in high yields.
Keywords
N-allyl-4,5-dihydro-3H-1-benzazepin-2-amines; benzazepines; 1-(halomethyl)-2,4,5,6-tetrahydro-1H-imidazo[1,2-a][1]benzazepines; 2-methoxy-4,5-dihydro-3H-1-benzazepinones; electrophilic cyclization.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv