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A multicomponent reaction among dipyrranes, aryl-propargyl aldehydes, and p -chloranil leading to 10-(benzofuran-2-yl)corroles is described. p -Chloranil was identified as a crucial reagent playing a twofold role: an oxidant taking part in the formation of the corrole macrocycle and a component undergoing heteroannulation to the incipient 10-arylethynylcorrole. A series of corroles bearing persubstituted benzofuran-2-yl moieties have been synthesized, and their fundamental electronic properties have been studied via UV-vis absorption and fluorescence spectroscopies.

Access to Corrole-Appended Persubstituted Benzofurans by a Multicomponent Reaction: The Dual Role of p-Chloranil