Home Chemistry Heterocyclic Building Blocks Isothiazoles Isothiazole
Electrophilic Aromatic Substitution (Sulfonation, Nitration, Halogenation): Isothiazole can undergo electrophilic aromatic substitution reactions similar to other aromatic compounds. The nitrogen and sulfur atoms in the ring can act as electron-donating groups, making the ring somewhat more reactive toward electrophilic reagents.
Nucleophilic Substitution: Isothiazole can undergo nucleophilic substitution reactions at positions where it has suitable leaving groups or electrophilic centers. For example, reactions with nucleophiles (e.g., amines) can replace a substituent.
Ring-Opening Reactions: Isothiazole can be subject to ring-opening reactions under certain conditions, leading to the formation of open-chain compounds or other heterocycles.
Functional Group Transformations: Depending on the functional groups present in the isothiazole molecule, it can undergo various transformations such as reduction, oxidation, acylation, alkylation, and more.
Metal-Catalyzed Reactions: Isothiazole can participate in metal-catalyzed reactions, including cross-coupling reactions, which can be useful for introducing new substituents onto the isothiazole ring.
Cyclization Reactions: Isothiazole can participate in cyclization reactions to form fused or spirocyclic heterocycles. This can be achieved using appropriate reagents and conditions.
Aza-Michael Addition: Isothiazole can participate in aza-Michael addition reactions with suitable nucleophiles, leading to the addition of nucleophiles to the ring.
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Methyl 4-aminoisothiazole-3-carboxylate
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3,4-Dichloroisothiazole-5-carboxylic acid
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3-Methylisothiazol-4-amine hydrochloride
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5-Amino-3-methylisothiazole Hydrochloride
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