Home Chemistry Heterocyclic Building Blocks Thiophenes 4,4,5,5-Tetramethyl-2-(Thiophen-2-Yl)-1,3,2-Dioxaborolane
Suzuki-Miyaura Cross-Coupling: This is one of the most common reactions involving boron-containing compounds like 4,4,5,5-tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane. In this reaction, the boron atom is replaced with another aryl or alkenyl group in the presence of a palladium catalyst and a suitable coupling partner (usually an aryl or vinyl halide).
Hydrogenation: The C-B bond in 4,4,5,5-tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane can be hydrogenated to form the corresponding saturated boron compound. This is often done using hydrogen gas and a suitable catalyst like a palladium or platinum catalyst.
Oxidation: The boron atom in the compound can be oxidized to convert it into a boronic acid or ester. Common oxidants for this purpose include hydrogen peroxide (H2O2) and alkaline hydrogen peroxide.
Protodeboronation: Under acidic conditions, the boron atom can be replaced by a proton (H+), leading to the formation of the corresponding boronic acid.
Halogenation: The boron atom can be replaced by a halogen (e.g., chlorine or bromine) under appropriate conditions.
Grignard Reaction: 4,4,5,5-tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane can react with Grignard reagents (alkyl or aryl magnesium halides) to form new carbon-carbon bonds.
Reductive Elimination: Under certain conditions, reductive elimination reactions can occur, leading to the formation of a C-C bond between the boron-substituted carbon and another adjacent carbon atom.
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(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methanol
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2-(4-Bromo-5-chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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2-(3-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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2-(3-Decylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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4-Hexyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde
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1-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)ethanone
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylic acid
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbonitrile
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2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-3-carboxylate
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Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-3-carboxylate
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4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-1,3,2-dioxaborolane
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4,4,5,5-Tetramethyl-2-(5-methylthiophen-2-yl)-1,3,2-dioxaborolane
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2-(5-Bromo-4-methylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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2-(5-Chloro-4-methylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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