The reaction of N-allyl-N-(2-halobenzyl)-acetamides and derivatives was investigated in liquid ammonia under irradiation with the nucleophiles Me3Sn–, Ph2P–and O2NCH2–. Following this procedure, novel substituted 2-acetyl-1, 2, 3, 4-tetrahydroisoquinolines and substituted 2-acetyl-2, 3, 4, 5-tetrahydro-1 H-benzo [c] azepines were obtained in good yields. These reactions are proposed to occur through the intermediacy of aryl radicals, ...
