Pyrrole-Mannich-Electrophilic Substitution

NOTE: Important charges and non-bonding electrons are shown throughout the animation except during the transition phase

Click the structures and reaction arrows to view the 3D models and animations respectively

Pyrrole reacts with the iminium cation mainly at the 2- (or 5-) position but if these positions are blocked then the reaction will take place at the 3- and 4- positions.

Back to The Mannich Reaction

M. Arend, B. Westermann and N. Risch, Angew. Chemie Int. Ed., 1998, 37, 1044–1070.

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