Chemistry Heterocyclic Building Blocks Piperidines spiro[indoline-3,4'-piperidine]
Ambeed provide 5 derivatives of spiro[indoline-3,4'-piperidine].
These compounds have the same murcko framework: spiro[indoline-3,4'-piperidine].
Nucleophilic Substitution: If there are suitable leaving groups on the indoline or piperidine rings (e.g., halogens or tosylates), nucleophilic substitution reactions can occur. For example, you can perform a nucleophilic substitution using a strong nucleophile like sodium or potassium amide to replace the leaving group.
Acylation and Alkylation: You can perform acylation and alkylation reactions on the nitrogen atoms of the indoline or piperidine rings. For instance, you can react the compound with acyl chlorides or alkyl halides in the presence of a base or catalyst to introduce acyl or alkyl groups, respectively.
Reduction: The rings in this compound contain nitrogen atoms that can be reduced using various reducing agents like hydrogen gas over a metal catalyst, sodium borohydride, or lithium aluminum hydride to form the corresponding amines.
Oxidation: If there are oxidizable groups or substituents in the molecule, you can perform oxidation reactions to convert them into more oxidized functional groups. Common oxidizing agents include potassium permanganate (KMnO4), chromium(VI) reagents, or peracids.
Cyclization: Given the unique structure of the compound, intramolecular cyclization reactions might be possible under certain conditions. These reactions can lead to the formation of complex cyclic compounds.
Hydrolysis: Under acidic or basic conditions, ester or amide bonds within the molecule can undergo hydrolysis reactions to yield the corresponding carboxylic acids or amines.
Ring Opening: Depending on the reaction conditions and the presence of functional groups, ring-opening reactions of either the indoline or piperidine ring may be possible.
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1'-Methylspiro[indoline-3,4'-piperidine]
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tert-Butyl 5-fluorospiro[indoline-3,4'-piperidine]-1'-carboxylate
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tert-Butyl 5-chlorospiro[indoline-3,4'-piperidine]-1'-carboxylate
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tert-Butyl spiro[indoline-3,4'-piperidine]-1'-carboxylate
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1'-(tert-Butoxycarbonyl)spiro[indoline-3,4'-piperidine]-5-carboxylic acid