Chemical Name: | Boronic acid, (5-methylbenzo[b]thien-2-yl)- |
CAS Number: | 136099-65-5 |
Product Number: | AG009BCR(AGN-PC-0KL703) |
Synonyms: | |
MDL No: | |
Molecular Formula: | C9H9BO2S |
Molecular Weight: | 192.0426 |
5-Methylbenzo[b]thiophene-2-boronic acid is a versatile building block in chemical synthesis due to its boronic acid functionality. Boronic acids are known for their ability to undergo various reactions with other compounds, making them valuable reagents in organic synthesis.One common application of 5-Methylbenzo[b]thiophene-2-boronic acid is in Suzuki-Miyaura cross-coupling reactions. In this reaction, the boronic acid moiety reacts with an aryl or heteroaryl halide in the presence of a palladium catalyst to form a new carbon-carbon bond. This reaction is widely used in the synthesis of pharmaceuticals, agrochemicals, and materials science.Additionally, 5-Methylbenzo[b]thiophene-2-boronic acid can be utilized in Buchwald-Hartwig amination reactions. In this transformation, the boronic acid reacts with an amine in the presence of a palladium catalyst to form a carbon-nitrogen bond. This type of reaction is valuable in the synthesis of amines, which are important structural motifs in many biologically active molecules.Furthermore, 5-Methylbenzo[b]thiophene-2-boronic acid can participate in Chan-Lam coupling reactions, where it reacts with a nitrogen nucleophile in the presence of a copper catalyst to form a carbon-nitrogen bond. This type of reaction is useful in the synthesis of heterocyclic compounds and pharmaceutical intermediates.Overall, 5-Methylbenzo[b]thiophene-2-boronic acid is a key tool in the toolbox of synthetic chemists, enabling the construction of complex molecular structures with high efficiency and selectivity.