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A biologically-inspired method to access 2-formylpyrrole structures is reported using an Achmatowicz reaction and condensation sequence. This robust synthetic process has been used to access a variety of 2-formylpyrrole structures related to naturally isolated and bioactive compounds. Several families of pyrrole-based natural products have recently been isolated, and these structurally related compounds have been shown to demonstrate interesting bioactive properties. Synthesis targets include the natural products sinopyrine C and pyrrolezanthine.