This manuscript describes
an unprecedented and efficient synthesis
of a new DPP scaffold, 2,5-dibutyl-3,6-dimethyl-1H,2H,4H,5H-pyrrolo[3,4-c]pyrrole-1,4-dione (DMDPP), containing methyl groups at
the 3,6-positions as a precursor to preparing 3,6-divinyl-substituted
DPP compounds. Subsequently, following the synthesis of DMDPP, we
performed an efficient and mild C–H functionalization of the
methyl groups with a variety of aromatic aldehydes to synthesize the
first examples of 3,6-divinyl-substituted DPP compounds in moderate
to good yields.