The few pathways towards benzoannulated pyrrolodiazocines include Ugi-type reaction and Dieckman condensation 4 of adequately substituted pyrroles and a multi-step synthesis of fully hydrogenated pyrrolo[1,2-a][1,4]diazocines and pyrrolo[1,2-a][1,5]diazocines starting from proline and pyroglutamic acid. 5 It was shown that pyrrolo[1,2-a][1,4]diazocines could be used as dipeptide reverse-turn mimetics 6 exhibiting cognition enhancing activity. ... We have previously ...