New Electrosynthesis of Arylboronic Esters from Aromatic Halides and Pinacolborane.

Laza, Carine; Duñach, Élisabet

doi:10.1002/chin.200334158

Cited by 2 publications

(2 citation statements)

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“…731,732 Analogous to the allyl halide borylation reaction discussed in the preceding section, borylation of aryl halides can be accomplished through cathodic reduction of aryl halides in the presence of a boron electrophile. Pinacol borane 634,702 and trialkyl borates 701,703 have both been employed for such transformations. The use of the former allows the preparation of potassium trifluoroborates in one pot (Figure 43A).…”

Section: Cathodic Reductionmentioning

confidence: 99%

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

2017

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Section: Cathodic Reductionmentioning

confidence: 99%

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

2017

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“…In the group of Dunãch electrosythesis of arylboronic esters of pinacolborane was developed and extended to several different substrates (Scheme 159). 311,312 Besides, it was possible to use different organoboron precursors, like trimethyl or triisopropyl borate. 313,314 Generally, they used a sacrificial magnesium or aluminum anode, and as cathode either nickel foam or stainless steel is used.…”

Section: Arylation Of Oxygenmentioning

confidence: 99%

Electrochemical Arylation Reaction

et al. 2018

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Arylated products are found in various fields of chemistry and represent essential entities for many applications. Therefore, the formation of this structural feature represents a central issue of contemporary organic synthesis. By the action of electricity the necessity of leaving groups, metal catalysts, stoichiometric oxidizers, or reducing agents can be omitted in part or even completely. The replacement of conventional reagents by sustainable electricity not only will be environmentally benign but also allows significant short cuts in electrochemical synthesis. In addition, this methodology can be considered as inherently safe. The current survey is organized in cathodic and anodic conversions as well as by the number of leaving groups being involved. In some electroconversions the reagents used are regenerated at the electrode, whereas in other electrotransformations free radical sequences are exploited to afford a highly sustainable process. The electrochemical formation of the aryl-substrate bond is discussed for aromatic substrates, heterocycles, other multiple bond systems, and even at saturated carbon substrates. This survey covers most of the seminal work and the advances of the past two decades in this area.

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New Electrosynthesis of Arylboronic Esters from Aromatic Halides and Pinacolborane.

Cited by 2 publications

References 1 publication

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

Electrochemical Arylation Reaction

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