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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 ...
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 ...
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 ...
Organotrifluoroborates are tolerant of air and moisture [1] and are easy to handle and purify. [2] They are often used in organic synthesis as alternatives to boronic acids (RB(OH) 2 ), boronate esters (RB(OR′) 2 ), and organoboranes (R 3 B), particularly for Suzuki-Miyaura coupling .
The Pd 2 (dba) 3 /MePhos catalytic system has been applied to late stage Suzuki cross couplings. This reaction has been conducted on a kilogram scale, and no specific palladium-removal treatment was required as the excess imidazole present in the final amide coupling step coordinated to the Pd and generated a removable byproduct. [32]
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 ]
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Unlike hemolytic disease of the fetus and newborn, NAIT occurs during the first pregnancy in up to 50% of cases, [1] and the affected fetuses may develop severe thrombocytopenia (<50,000 μL −1) very early during pregnancy (as early as 20 weeks gestation, consistent with the development of platelet antigens, [1] and the majority of the time ...