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Miyaura borylation information


Miyaura borylation
Named after Norio Miyaura
Reaction type Organic redox reaction
Identifiers
Organic Chemistry Portal miyaura-borylation-reaction

Miyaura borylation, also known as the Miyaura borylation reaction, is a named reaction in organic chemistry that allows for the generation of boronates from vinyl or aryl halides with the cross-coupling of bis(pinacolato)diboron in basic conditions with a catalyst such as PdCl2(dppf). The resulting borylated products can be used as coupling partners for the Suzuki reaction.[1]

  1. ^ Ishiyama, Tatsuo; Murata, Miki; Miyaura, Norio (1 November 1995). "Palladium(0)-Catalyzed Cross-Coupling Reaction of Alkoxydiboron with Haloarenes: A Direct Procedure for Arylboronic Esters". The Journal of Organic Chemistry. 60 (23): 7508–7510. doi:10.1021/jo00128a024.

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Miyaura borylation

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Miyaura borylation, also known as the Miyaura borylation reaction, is a named reaction in organic chemistry that allows for the generation of boronates...

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Suzuki reaction

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reaction is sometimes telescoped with the related Miyaura borylation; the combination is the Suzuki–Miyaura reaction. It is widely used to synthesize polyolefins...

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Metal-catalyzed C–H borylation reactions are transition metal catalyzed organic reactions that produce an organoboron compound through functionalization...

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Norio Miyaura

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acids to cyclic and acyclic enones. The Miyaura-Ishiyama borylation reaction is also known as the Miyaura borylation reaction. In this reaction, a catalytic...

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triflates with diboronyl esters in a coupling reaction known as the Miyaura borylation reaction. An alternative to esters in this method is the use of diboronic...

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List of organic reactions

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olefins Minisci reaction Mislow–Evans rearrangement Mitsunobu reaction Miyaura borylation Modified Wittig-Claisen tandem reaction Molisch's test Mozingo reduction...

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Sodium perborate

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step conversion of an aryl halide to a phenol (the first step is a Miyaura borylation). Sodium perborate monohydrate is quickly hydrolyzed into hydrogen...

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Dialkylbiaryl phosphine ligands

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in the Pd-catalyzed borylation of aryl and heteroaryl chlorides. 3-Sulfonate variants of sSPhos have been used in Suzuki-Miyaura couplings in aqueous...

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Neopentyl glycol

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Pinacolborane

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Ishiyama, Tatsuo; Takagi, Jun; Nobuta, Yusuke; Miyaura, Norio (2005). "Iridium-Catalyzed C-H Borylation of Arenes and Heteroarenes: 1-Chloro-3-Iodo-5-(4...

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installation of adjacent tertiary benzylic stereocentres using lithiation–borylation–protodeboronation methodology. Application to the synthesis of bifluranol...

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Diazonium compound

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of benzoyl peroxide (2 mol %) as an initiator:. Alternatively similar borylation can be achieved using transition metal carbonyl complexes including dimanganese...

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Organoboron chemistry

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reagents. One common cyclic organoboron reagent is 9-BBN. Metal-catalyzed borylation reactions produce an organoboron compound from aliphatic or aromatic C-H...

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Matzger, A. J.; Sanford, M. S. "Catalyst-Controlled Selectivity in the C–H Borylation of Methane and Ethane," Science 2016, 351, 1421–1424. Camasso, N. M.;...

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Cycloparaphenylene

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addition reaction with 1,4-benzoquinone yielded a syn-cyclohexadiene moiety. Borylation of this material followed macrocyclization under Suzuki–Miyuara cross-coupling...

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