Four new diazaphenanthreno isoindoles (pyridobenzoxazines) were synthesized taking isobenzofuran-1,3-dione (phthalic anhydride) as the starting material. Thus, heating of benzofuran-1,3-dione and glycine at 185-190oC in equimolar amounts resulted in (1,3-dioxo-1,3-dihydro-isoindol-2-yl) acetic acid (I) which on reaction with PCl5 afforded (1,3-dioxo-1,3-dihydro-isoindol-2-yl) acetylchloride (II).The reaction of (II) with NH4OH yielded (III) which on reaction with 8-hydroxy quinoline and various aromatic aldehydes in benzene solution furnished the desired compounds (IV) in moderate yields. The target molecules (IV) were evaluated against the six strains of fungi.