Chemistry Heterocyclic Building Blocks Pyridines pyridin-2-ylboronic acid
Ambeed provide 9 derivatives of pyridin-2-ylboronic acid.
These compounds have the same murcko framework: pyridin-2-ylboronic acidSuzuki Coupling: Pyridin-2-ylboronic acid can undergo Suzuki coupling reactions with suitable aryl or vinyl halides in the presence of a palladium catalyst. This reaction is widely used in organic synthesis to form biaryl compounds.
Chan-Lam Coupling: Similar to Suzuki coupling, Chan-Lam coupling involves the reaction of pyridin-2-ylboronic acid with aryl or heteroaryl halides in the presence of a copper catalyst.
Cross-Coupling Reactions: Pyridin-2-ylboronic acid can undergo cross-coupling reactions with various electrophiles, such as alkyl halides, aryl halides, and vinyl halides, in the presence of suitable catalysts.
Oxidation Reactions: Boronic acids can undergo oxidation to form corresponding boronic acid esters or boronate salts. Pyridin-2-ylboronic acid can be oxidized using oxidizing agents such as hydrogen peroxide or meta-chloroperoxybenzoic acid (mCPBA).
Reduction Reactions: Pyridin-2-ylboronic acid can be reduced to form pyridin-2-ylborane, which can further participate in various reactions. Reduction can be achieved using reducing agents such as sodium borohydride or lithium aluminum hydride.
Complexation Reactions: Boronic acids have a propensity to form complexes with Lewis bases, such as diols, amines, and alcohols, through boron-oxygen coordination.
Fluorescence Quenching: Pyridin-2-ylboronic acid can interact with certain molecules, leading to fluorescence quenching. This property is exploited in various sensing applications, especially for detecting saccharides.
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(4-(Trifluoromethyl)pyridin-2-yl)boronic acid
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(3-Fluoro-6-methylpyridin-2-yl)boronic acid