Abstract
Dibenzobarrelene (
I
) was used as a starting compound for the synthesis of some new 3a,4,9,9a-tetrahydro-4,9-[1,2]benzeno-1
H
-benzo[
f
]isoindole-1,3(2
H
)-diones,
N
-substituted with: 4-toluenesulfonyloxy,
III
; butoxy,
IV
; 3-bromopropoxy,
V
; 3-(4-phenylpiperazin-1-yl)propoxy,
VI
; 3-chloro-3-oxopropyl,
VIII
; 3-(4-phenylpiperazin-1-yl)-3-oxopropyl,
IXa
; 3-(4-methylpiperazin-1-yl)-3-oxopropyl,
IXb
; 3-oxo-3-(piperidin-1-yl)propyl,
X
; 3-morpholino-3-oxopropyl,
XI
; 3-phenylamino-3-oxopropyl,
XII
; 2-acetylaminoethyl,
XIV
; 2-aminoethyl,
XV
, and 2-acetoxyethyl,
XVI
. Newly synthesized compounds were characterized by IR,
1
H and
13
C NMR, and mass spectral data. Selected products were tested for antimicrobial activity.