Home Chemistry Heterocyclic Building Blocks Pyrroles 3-Phenyl-1H-Pyrrole
Electrophilic Aromatic Substitution (EAS): The phenyl group on the pyrrole ring makes it susceptible to EAS reactions. You can expect reactions like Friedel-Crafts acylation or alkylation, where the phenyl group undergoes substitution with an electrophile.
Nucleophilic Substitution: The nitrogen atom in the pyrrole ring can undergo nucleophilic substitution reactions. For example, it can be alkylated or acylated at the nitrogen position.
Ring Cleavage: Pyrrole rings can be cleaved under certain conditions. For example, oxidation with strong oxidizing agents can lead to ring cleavage, forming carboxylic acids or other functional groups.
Metalation: The phenyl group can be metalated by treating it with strong bases and then reacting it with various electrophiles. This can lead to the introduction of various functional groups on the phenyl ring.
Heterocycle Formation: 3-Phenyl-1H-pyrrole can participate in reactions to form other heterocycles, such as condensation reactions with carbonyl compounds to form pyrrole-fused rings.
Halogenation: The phenyl group can be halogenated using halogenating agents like bromine or chlorine, resulting in the introduction of halogen atoms onto the phenyl ring.
Amination: You can introduce amino groups to the phenyl ring by using appropriate amine sources and catalysts.
Cross-Coupling Reactions: 3-Phenyl-1H-pyrrole can participate in various cross-coupling reactions, such as Suzuki coupling or Heck coupling, to form biaryl compounds or other derivatives.
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4-(3-Chlorophenyl)-1H-pyrrole-2-carboxylic acid
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Methyl 3-amino-4-(2-fluorophenyl)-1H-pyrrole-2-carboxylate
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Ethyl 3-(3,4-difluorophenyl)-5-methyl-1H-pyrrole-2-carboxylate
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