Abstract The synthèsis of a number of thiosemicarbazone, phenylthiosemicarbazone, oxime and oxime O-ester derivatives of benzo-naphtho-and quinolino-1, 4-thiazines and 1, 5- thiazepines is described. All the compounds were tested in vitro for their antimicrobial activity. Compounds 4b, 5b, 5d, 5g and 8f showed interesting antifungal activity.