Palladium chemistry of pyrroles

The stannylpyrrole aldehyde shown below underwent the Stille coupling with the aldehyde group unmolested. The Stille coupling between stannylpyrrole aldehyde and acid chloride was used to synthesize the sponge metabolite mycalazol 11 and related compounds, which have activity against the P388 murine leukemia cell line.  

The Suzuki coupling of a bis-pyrrolo-2-triflate with pyrrolo-2-boronic acid afforded a triple pyrrole such as prodigiosin. Although the mechanism is unknown at the moment, prodigiosins and copper prodigiosins cleave double-strand DNA and show promise in cancer treatment. 

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