Home Chemistry Heterocyclic Building Blocks Thiazolidines (E)-5-Benzylidenethiazolidine-2,4-Dione
Michael Addition: The thiazolidine-2,4-dione ring can act as a Michael acceptor, reacting with nucleophiles such as amines, hydrazines, or thiols. This can lead to the formation of various derivatives.
Reduction: The carbonyl group in the thiazolidine-2,4-dione ring can be reduced to the corresponding alcohol using reducing agents like sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4).
Oxidation: The benzylidene group can be oxidized using oxidizing agents, leading to the formation of corresponding benzoic acids or other oxidation products.
Ring-Opening Reactions: Thiazolidine rings can undergo ring-opening reactions with nucleophiles or electrophiles, depending on the reaction conditions.
Cross-Coupling Reactions: The benzylidene group can be involved in cross-coupling reactions with various organometallic reagents, such as Grignard reagents, to introduce different substituents onto the benzylidene group.
Acylation: The thiazolidine-2,4-dione ring can undergo acylation reactions with acyl halides or anhydrides to introduce acyl groups.
Amidation: The thiazolidine-2,4-dione ring can react with amines to form amide derivatives.
Heterocycle Formation: Depending on the reaction conditions and reagents, it may participate in various heterocycle-forming reactions.
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5-(2-Methoxybenzylidene)thiazolidine-2,4-dione
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(Z)-5-(4-Hydroxybenzylidene)thiazolidine-2,4-dione
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4-((2,4-Dioxothiazolidin-5-ylidene)methyl)benzoic acid
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