Chemistry
Heterocyclic Building Blocks
Thiazoles
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
Suzuki-Miyaura Coupling: This reaction involves the cross-coupling of an aryl or vinyl boron compound with an aryl or vinyl halide or pseudohalide in the presence of a palladium catalyst. It is a powerful method for the synthesis of biaryl and vinyl-substituted compounds.
Buchwald-Hartwig Amination: This reaction involves the coupling of an aryl or vinyl boron compound with an amine in the presence of a palladium catalyst. It is used to synthesize amines and is a valuable tool in the pharmaceutical industry.
Hydroboration: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole can undergo hydroboration reactions, where it reacts with borane reagents to introduce boron into the compound. This is often a key step in various synthetic routes.
Halogenation Reactions: You can perform halogenation reactions (e.g., bromination or chlorination) on the aromatic ring of the thiazole moiety using appropriate halogenating agents.
Oxidation Reactions: Oxidation reactions can be used to convert the boron-containing compound into other functional groups, such as boronic acids or boronate esters.
Cross-Coupling Reactions: Apart from Suzuki-Miyaura coupling, other cross-coupling reactions, such as Stille coupling and Negishi coupling, can also be performed with this compound to form carbon-carbon bonds.
Transition-Metal-Catalyzed Reactions: Various transition-metal-catalyzed reactions, such as Heck reactions or Sonogashira reactions, can be applied to this compound to introduce different substituents onto the thiazole ring.
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2-Isopropyl-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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2-(((tert-Butyldimethylsilyl)oxy)methyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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2-Ethyl-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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2-Bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole