Miyaura borylation

What is Miyaura borylation?

Miyaura borylation is an organic chemical reaction in which an alkene is converted into an alkyl boron compound through the action of a boron reagent, such as diboron, and a transition metal catalyst, such as palladium or nickel. The reaction was discovered by the Japanese chemists Akira Miyaura and Ryōji Noyori in the 1980s and is named after them..

Miyaura borylation typically proceeds through an intermediate called a “metallacyclobutane,” which is a four-membered ring compound that is formed when the alkene reacts with the boron reagent and the transition metal catalyst. The intermediate can then be hydrolyzed to produce the final alkyl boron compound..

One of the key features of the Miyaura borylation is that it allows for the synthesis of alkyl boron compounds from alkenes, which can be useful for synthesizing a wide range of compounds for various applications. Alkyl boron compounds are also important intermediates in a number of chemical reactions and can serve as starting materials for the synthesis of other compounds..

Miyaura borylation can be performed under a variety of conditions, including both acidic and basic conditions. The choice of conditions depends on the specific reactants and desired product, and can be influenced by factors such as the stability of the intermediate and the ability to control the regiochemistry of the reaction..


Miyaura borylation is a useful tool for synthesizing alkyl boron compounds and has a wide range of applications in the field of organic chemistry..