A one-pot, efficient and chemoselective procedure for the synthesis of new 3H-spiro[isobenzofuran-1,20-
pyrrole]-3,30(10H)-dione derivatives has been developed which involves room temperature oxidative
cleavage of 3a,8b-dihydroxyindeno[1,2-b]pyrroles themselves synthesized from the reaction of ninhydrin
and enaminones in 30% ethanol. A reasonable mechanism is proposed for the oxidation reaction based on
the results of this study and our previous related work.