Hiyama cross coupling

What is Hiyama cross coupling?

Hiyama cross coupling is a chemical reaction that allows the synthesis of unsymmetrical biaryls, which are compounds made up of two aromatic rings that are bonded together by a single bond. This reaction was first developed by K. Hiyama and his colleagues in 1988, and has since become a widely used synthetic method in the field of chemistry..

Hiyama cross coupling reaction involves the use of a palladium catalyst and a coupling partner, which is typically an aryl halide or a triflate. The reaction is typically carried out in the presence of a base, such as potassium carbonate or sodium hydroxide, and a solvent, such as dimethylformamide or acetonitrile..

One of the key benefits of the Hiyama cross coupling reaction is that it allows for the synthesis of biaryls with a high degree of regioselectivity and stereoselectivity. This means that the reaction can be used to produce biaryls with specific arrangements of substituents on the aromatic rings..

Hiyama cross coupling reaction has a wide range of applications in the synthesis of a variety of compounds, including pharmaceuticals, dyes, and materials. For example, it has been used to synthesize the anti-tumor drug imatinib, as well as other compounds that have potential medicinal applications..


Hiyama cross coupling reaction is an important tool in the synthesis of biaryls and has a wide range of applications in the field of chemistry..