Chemistry Heterocyclic Building Blocks Pyridines 2,3-dihydropyridin-2-one
Oxidation: 2,3-Dihydropyridin-2-one can be oxidized to form pyridin-2-one (also known as pyrrolinone). This can be achieved using mild oxidizing agents like potassium permanganate (KMnO4), chromic acid H2CrO4, or other suitable oxidants.
Reduction: It can be reduced to form a dihydropyridinone derivative, typically by using reducing agents like sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4). This reduction can produce a saturated pyrrolinone ring.
Substitution Reactions: The nitrogen atom in the pyrrolinone ring can undergo nucleophilic substitution reactions with various electrophiles. For example, it can react with alkyl halides to form N-alkylpyrrolinones.
Acylation: Like other carbonyl compounds, 2,3-dihydropyridin-2-one can undergo acylation reactions, where it reacts with acyl chlorides or anhydrides in the presence of a base to form N-acyl derivatives.
Ring-Opening Reactions: In some cases, the pyrrolinone ring can undergo ring-opening reactions, especially under harsh conditions, to form open-chain compounds.
Condensation Reactions: It can participate in condensation reactions with suitable reagents to form various heterocyclic compounds or compounds with extended conjugated systems.
Michael Addition: The conjugated system in the pyrrolinone ring can make it a suitable substrate for Michael addition reactions with nucleophiles containing double bonds.
Framework+−
By Key Group+−
By Parent Nucleus+−
By Functional Group+−
Heterocyclic related+−
Formula Weight+−
click to sign in and save
3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine
click to sign in and save
2-Oxo-2,3-dihydropyridine-4-carboxylic acid
click to sign in and save
5-Bromo-2-oxo-2,3-dihydropyridine-3-carbonitrile
click to sign in and save
2-Oxo-2,3-dihydropyridine-3-carboxylic acid