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The Suzuki reaction or Suzuki coupling is an organic reaction that uses a palladium complex catalyst to cross-couple a boronic acid to an organohalide. [1] [2] [3] It was first published in 1979 by Akira Suzuki, and he shared the 2010 Nobel Prize in Chemistry with Richard F. Heck and Ei-ichi Negishi for their contribution to the discovery and development of noble metal catalysis in organic ...
Norio Miyaura (宮浦憲夫, Miyaura Norio) was a Japanese organic chemist. He was a professor of graduate chemical engineering at Hokkaido University. [1] His major accomplishments surrounded his work in cross-coupling reactions / conjugate addition reactions of organoboronic acids (for C-C bond-forming reactions) and addition / coupling reactions of diborons and boranes (to synthesize ...
Akira Suzuki (鈴木 章, Suzuki Akira, born September 12, 1930) is a Japanese chemist and Nobel Prize Laureate (2010), who first published the Suzuki reaction, the organic reaction of an aryl- or vinyl-boronic acid with an aryl- or vinyl-halide catalyzed by a palladium(0) complex, in 1979.
The Miyaura borylation has shown to work for: Alkyl halides, [ 2 ] aryl halides, [ 1 ] [ 3 ] [ 4 ] aryl halides using tetrahydroxydiboron , [ 5 ] aryl halides using bis-boronic acid, [ 6 ] aryl triflates , [ 7 ] aryl mesylates , [ 8 ] vinyl halides, [ 9 ] vinyl halides of α,β-unsaturated carbonyl compounds, [ 10 ] and vinyl triflates.
The general mechanism for the Suzuki reaction. Pincer complexes have been shown to catalyse Suzuki-Miyaura coupling reactions, a versatile carbon-carbon bond forming reaction. Typical Suzuki coupling employ Pd(0) catalysts with monodentate tertiary phosphine ligands (e.g. Pd(PPh 3) 4). It is a very selective method to couple aryl substituents ...
Suzuki-Miyaura Cross-Coupling. In 2013, Joachim Podlech and co-workers determined the structure of Alternaria mycotoxin altenuic acid III by NMR spectroscopic analysis and completed its total synthesis. In the synthetic strategy, Suzuki-Miyaura Cross-Coupling reaction was used with a highly functionalized boronate and butenolides to synthesize ...
Protodeboronation is a well-known undesired side reaction, and frequently associated with metal-catalysed coupling reactions that utilise boronic acids (see Suzuki reaction). [1] For a given boronic acid, the propensity to undergo protodeboronation is highly variable and dependent on various factors, such as the reaction conditions employed and ...
Cross-coupling reactions are important for the production of pharmaceuticals, [4] examples being montelukast, eletriptan, naproxen, varenicline, and resveratrol. [21] with Suzuki coupling being most widely used. [22] Some polymers and monomers are also prepared in this way. [23]