Piperidine
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| - | * An important secondary amine used as precursor to alkylamines with a [http://en.wikipedia.org/wiki/Piperidine#Reactions aryl-ketone] (heteroarylalkyl) moeity when the reaction is performed in presence of a cyanide as the nitrogen substitution group . | + | * An important secondary amine used as precursor to alkylamines with a [http://en.wikipedia.org/wiki/Piperidine#Reactions aryl-ketone] (heteroarylalkyl) moeity when the reaction is performed in presence of a [cyanide anion] as the nitrogen substitution group . |
| - | * In organic | + | * In organic synthesis, piperidine may participate in [http://en.wikipedia.org/wiki/Hydrogenation_of_carbon-nitrogen_double_bonds hydrogenation of C=N double bounds] where the N-substituted chiral imine center may be converted to a enamine, the tautomeric form of a imine. [http://en.wikipedia.org/wiki/Enamine 1] |
=== Reductive alkylation of N-aryl substituted imines via piperidine-derived enamines === | === Reductive alkylation of N-aryl substituted imines via piperidine-derived enamines === | ||
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* Stork-Enamine alkylation: http://en.wikipedia.org/wiki/Stork_enamine_alkylation | * Stork-Enamine alkylation: http://en.wikipedia.org/wiki/Stork_enamine_alkylation | ||
| - | === Piperidine derivatives in nucleophilic | + | === Piperidine derivatives in nucleophilic keto-enol (imine) substitutions === |
* For DNA depurination with a 2-cyanoethyl hetero-aryl-alkyl moeity (ie: a N-methyl cyanide anion), see [[Ethanamine]] | * For DNA depurination with a 2-cyanoethyl hetero-aryl-alkyl moeity (ie: a N-methyl cyanide anion), see [[Ethanamine]] | ||
| - | * For in situ polymer-based drug delivery of phenethylamine substituted imines, see [[Phenethylamine]] | + | * For in situ polymer-based drug delivery of phenethylamine substituted imines, see [[Phenethylamine]] and [http://www.chemguide.co.uk/organicprops/haloalkanes/grignard.html Grignard reagents] . |
== See also == | == See also == | ||
Current revision
- An important secondary amine used as precursor to alkylamines with a aryl-ketone (heteroarylalkyl) moeity when the reaction is performed in presence of a [cyanide anion] as the nitrogen substitution group .
- In organic synthesis, piperidine may participate in hydrogenation of C=N double bounds where the N-substituted chiral imine center may be converted to a enamine, the tautomeric form of a imine. 1
Reductive alkylation of N-aryl substituted imines via piperidine-derived enamines
- Stork-Enamine alkylation: http://en.wikipedia.org/wiki/Stork_enamine_alkylation
Piperidine derivatives in nucleophilic keto-enol (imine) substitutions
- For DNA depurination with a 2-cyanoethyl hetero-aryl-alkyl moeity (ie: a N-methyl cyanide anion), see Ethanamine
- For in situ polymer-based drug delivery of phenethylamine substituted imines, see Phenethylamine and Grignard reagents .
