Reactivity of Aromatic Heterocycles

Pyrrole decarboxylation

Pyrrole is protonated at the carbon, as the positive charge can be delocalised on to nitrogen by resonance. Decarboxylation is then aided by attack of water on the carboxylic acid group.

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X. Cheng, J. Wang, K. Tang, Y. Liu and C. Liu, Chem. Phys. Lett., 2010, 496, 36–41.