Home Chemistry Heterocyclic Building Blocks Imidazoles Imidazo[2,1-B]Thiazole
Electrophilic Aromatic Substitution: Imidazo[2,1-b]thiazole is aromatic due to the presence of both imidazole and thiazole rings. Therefore, it can undergo electrophilic aromatic substitution reactions when treated with electrophiles. For example, it can react with nitration agents (e.g., nitric acid and sulfuric acid) to form nitroimidazo[2,1-b]thiazoles.
Nucleophilic Substitution: Imidazo[2,1-b]thiazole can also undergo nucleophilic substitution reactions, particularly at positions where there are suitable leaving groups. This can involve the substitution of groups like halides, sulfonates, or other good leaving groups with nucleophiles.
Reduction: The thiazole ring in imidazo[2,1-b]thiazole can be reduced, typically using reducing agents like sodium borohydride (NaBH4) or hydrogen gas H2 in the presence of a metal catalyst, to yield saturated thiazolidine derivatives.
Alkylation and Acylation: Imidazo[2,1-b]thiazole can undergo alkylation and acylation reactions when treated with alkyl halides or acyl halides, respectively, in the presence of suitable bases or catalysts.
Cyclization Reactions: Depending on the functional groups present on the imidazo[2,1-b]thiazole ring and reaction conditions, intramolecular cyclization reactions can occur to form various fused or spirocyclic compounds.
Oxidation: Imidazo[2,1-b]thiazole compounds can be oxidized under appropriate conditions, often leading to the formation of oxo-imidazo[2,1-b]thiazoles.
Metal-Catalyzed Reactions: Transition metal-catalyzed reactions, such as cross-coupling reactions, can be employed to functionalize imidazo[2,1-b]thiazoles. For instance, palladium-catalyzed Suzuki-Miyaura cross-coupling can be used to introduce aryl or vinyl groups.
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Imidazo[2,1-b]thiazole-2-carboxylic acid
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Imidazo[2,1-b]thiazole-6-carboxylic acid
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2-Bromoimidazo[2,1-b]thiazole-6-carboxylic acid
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Imidazo[2,1-b]thiazole-5-carboxylic acid
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Ethyl 6-methylimidazo[2,1-b]thiazole-5-carboxylate
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6-(Trifluoromethyl)imidazo[2,1-b]thiazole
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Ethyl imidazo[2,1-b]thiazole-2-carboxylate
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3-Methylimidazo[2,1-b]thiazole-2-carboxylic acid
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6-(Trifluoromethyl)imidazo[2,1-b]thiazole-5-carbaldehyde
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