Home Chemistry Heterocyclic Building Blocks Pyridines 3-Cyclopropylpyridine
Electrophilic Aromatic Substitution (EAS):3-cyclopropylpyridine can undergo EAS reactions where the cyclopropyl ring can act as an electron-donating group due to the electron density in its σ bonds. This can make the pyridine ring more susceptible to attack by electrophiles. Common electrophilic substitutions include nitration, halogenation (e.g., chlorination or bromination), and sulfonation.
Nucleophilic Substitution:In reactions with strong nucleophiles, such as strong bases or nucleophilic reagents, the pyridine ring can undergo nucleophilic substitution reactions at various positions. For example, nucleophilic attack at the C-2 or C-4 position of the pyridine ring can lead to ring-opening reactions.
Oxidation Reactions:3-cyclopropylpyridine can be oxidized by various oxidizing agents, such as potassium permanganate (KMnO4
) or chromic acid (H2
CrO4
), to form different products depending on reaction conditions. Oxidation can lead to the formation of pyridine N-oxides or other oxygen-containing functional groups.
Reduction Reactions:It can also undergo reduction reactions with reducing agents like lithium aluminum hydride (LiAlH4
) or hydrogenation with a catalyst to reduce the pyridine ring or the cyclopropyl group.
Alkylation and Acylation:The nitrogen atom in the pyridine ring can act as a nucleophile in reactions with alkylating agents (e.g., alkyl halides) or acylating agents (e.g., acyl chlorides), leading to the formation of N-alkylated or N-acylated derivatives.
Ring-Closure Reactions:Depending on the reaction conditions and reagents, 3-cyclopropylpyridine can potentially undergo ring-closure reactions to form various heterocyclic compounds.
Cross-Coupling Reactions:It can participate in various cross-coupling reactions, such as Suzuki-Miyaura or Heck reactions, when appropriate catalysts and coupling partners are used.
Electrophilic Aromatic Substitution (EAS):3-cyclopropylpyridine can undergo EAS reactions where the cyclopropyl ring can act as an electron-donating group due to the electron density in its σ bonds. This can make the pyridine ring more susceptible to attack by electrophiles. Common electrophilic substitutions include nitration, halogenation (e.g., chlorination or bromination), and sulfonation.
Nucleophilic Substitution:In reactions with strong nucleophiles, such as strong bases or nucleophilic reagents, the pyridine ring can undergo nucleophilic substitution reactions at various positions. For example, nucleophilic attack at the C-2 or C-4 position of the pyridine ring can lead to ring-opening reactions.
Oxidation Reactions:3-cyclopropylpyridine can be oxidized by various oxidizing agents, such as potassium permanganate (KMnO4
) or chromic acid (H2
CrO4
), to form different products depending on reaction conditions. Oxidation can lead to the formation of pyridine N-oxides or other oxygen-containing functional groups.
Reduction Reactions:It can also undergo reduction reactions with reducing agents like lithium aluminum hydride (LiAlH4
) or hydrogenation with a catalyst to reduce the pyridine ring or the cyclopropyl group.
Alkylation and Acylation:The nitrogen atom in the pyridine ring can act as a nucleophile in reactions with alkylating agents (e.g., alkyl halides) or acylating agents (e.g., acyl chlorides), leading to the formation of N-alkylated or N-acylated derivatives.
Ring-Closure Reactions:Depending on the reaction conditions and reagents, 3-cyclopropylpyridine can potentially undergo ring-closure reactions to form various heterocyclic compounds.
Cross-Coupling Reactions:It can participate in various cross-coupling reactions, such as Suzuki-Miyaura or Heck reactions, when appropriate catalysts and coupling partners are used.
Electrophilic Aromatic Substitution (EAS):3-cyclopropylpyridine can undergo EAS reactions where the cyclopropyl ring can act as an electron-donating group due to the electron density in its σ bonds. This can make the pyridine ring more susceptible to attack by electrophiles. Common electrophilic substitutions include nitration, halogenation (e.g., chlorination or bromination), and sulfonation.
Nucleophilic Substitution:In reactions with strong nucleophiles, such as strong bases or nucleophilic reagents, the pyridine ring can undergo nucleophilic substitution reactions at various positions. For example, nucleophilic attack at the C-2 or C-4 position of the pyridine ring can lead to ring-opening reactions.
Oxidation Reactions:3-cyclopropylpyridine can be oxidized by various oxidizing agents, such as potassium permanganate (KMnO4
) or chromic acid (H2
CrO4
), to form different products depending on reaction conditions. Oxidation can lead to the formation of pyridine N-oxides or other oxygen-containing functional groups.
Reduction Reactions:It can also undergo reduction reactions with reducing agents like lithium aluminum hydride (LiAlH4
) or hydrogenation with a catalyst to reduce the pyridine ring or the cyclopropyl group.
Alkylation and Acylation:The nitrogen atom in the pyridine ring can act as a nucleophile in reactions with alkylating agents (e.g., alkyl halides) or acylating agents (e.g., acyl chlorides), leading to the formation of N-alkylated or N-acylated derivatives.
Ring-Closure Reactions:Depending on the reaction conditions and reagents, 3-cyclopropylpyridine can potentially undergo ring-closure reactions to form various heterocyclic compounds.
Cross-Coupling Reactions:It can participate in various cross-coupling reactions, such as Suzuki-Miyaura or Heck reactions, when appropriate catalysts and coupling partners are used.
Electrophilic Aromatic Substitution (EAS):3-cyclopropylpyridine can undergo EAS reactions where the cyclopropyl ring can act as an electron-donating group due to the electron density in its σ bonds. This can make the pyridine ring more susceptible to attack by electrophiles. Common electrophilic substitutions include nitration, halogenation (e.g., chlorination or bromination), and sulfonation.
Nucleophilic Substitution:In reactions with strong nucleophiles, such as strong bases or nucleophilic reagents, the pyridine ring can undergo nucleophilic substitution reactions at various positions. For example, nucleophilic attack at the C-2 or C-4 position of the pyridine ring can lead to ring-opening reactions.
Oxidation Reactions:3-cyclopropylpyridine can be oxidized by various oxidizing agents, such as potassium permanganate (KMnO4
) or chromic acid (H2
CrO4
), to form different products depending on reaction conditions. Oxidation can lead to the formation of pyridine N-oxides or other oxygen-containing functional groups.
Reduction Reactions:It can also undergo reduction reactions with reducing agents like lithium aluminum hydride (LiAlH4
) or hydrogenation with a catalyst to reduce the pyridine ring or the cyclopropyl group.
Alkylation and Acylation:The nitrogen atom in the pyridine ring can act as a nucleophile in reactions with alkylating agents (e.g., alkyl halides) or acylating agents (e.g., acyl chlorides), leading to the formation of N-alkylated or N-acylated derivatives.
Ring-Closure Reactions:Depending on the reaction conditions and reagents, 3-cyclopropylpyridine can potentially undergo ring-closure reactions to form various heterocyclic compounds.
Cross-Coupling Reactions:It can participate in various cross-coupling reactions, such as Suzuki-Miyaura or Heck reactions, when appropriate catalysts and coupling partners are used.
Electrophilic Aromatic Substitution (EAS):3-cyclopropylpyridine can undergo EAS reactions where the cyclopropyl ring can act as an electron-donating group due to the electron density in its σ bonds. This can make the pyridine ring more susceptible to attack by electrophiles. Common electrophilic substitutions include nitration, halogenation (e.g., chlorination or bromination), and sulfonation.
Nucleophilic Substitution:In reactions with strong nucleophiles, such as strong bases or nucleophilic reagents, the pyridine ring can undergo nucleophilic substitution reactions at various positions. For example, nucleophilic attack at the C-2 or C-4 position of the pyridine ring can lead to ring-opening reactions.
Oxidation Reactions:3-cyclopropylpyridine can be oxidized by various oxidizing agents, such as potassium permanganate (KMnO4
) or chromic acid (H2
CrO4
), to form different products depending on reaction conditions. Oxidation can lead to the formation of pyridine N-oxides or other oxygen-containing functional groups.
Reduction Reactions:It can also undergo reduction reactions with reducing agents like lithium aluminum hydride (LiAlH4
) or hydrogenation with a catalyst to reduce the pyridine ring or the cyclopropyl group.
Alkylation and Acylation:The nitrogen atom in the pyridine ring can act as a nucleophile in reactions with alkylating agents (e.g., alkyl halides) or acylating agents (e.g., acyl chlorides), leading to the formation of N-alkylated or N-acylated derivatives.
Ring-Closure Reactions:Depending on the reaction conditions and reagents, 3-cyclopropylpyridine can potentially undergo ring-closure reactions to form various heterocyclic compounds.
Cross-Coupling Reactions:It can participate in various cross-coupling reactions, such as Suzuki-Miyaura or Heck reactions, when appropriate catalysts and coupling partners are used.
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