Metal‐Catalyzed Cross‐Coupling Reactions of Organoboron Compounds with Organic Halides

Miyaura, Norio

doi:10.1002/9783527619535.ch2

Cited by 190 publications

(93 citation statements)

References 567 publications

(418 reference statements)

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“…This result confirmed our hypothesis that there was an opportunity to add substituents using this vector. Compound 49 was subjected to Suzuki-Miyaura cross-coupling conditions 29 Compound 51 was profiled against a panel of in vitro ADME assays. The molecule was very soluble in pH 7.4 buffered aqueous solution (kinetic solubility = 169 µM).…”

mentioning

confidence: 99%

Identification of 3,6-disubstituted dihydropyrones as inhibitors of human lactate dehydrogenase

Fauber¹,

Dragovich²,

Chen

et al. 2014

Bioorganic & Medicinal Chemistry Letters

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A series of 3,6-disubstituted dihydropyrones were identified as inhibitors of human lactate dehydrogenase (LDH)-A. Structure activity relationships were explored and a series of 6,6-spiro analogs led to improvements in LDHA potency (IC50 <350 nM). An X-ray crystal structure of an improved compound bound to human LDHA was obtained and it illustrated additional opportunities to enhance the potency of these compounds, resulting in the identification of 51 (IC50=30 nM).

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mentioning

confidence: 99%

Identification of 3,6-disubstituted dihydropyrones as inhibitors of human lactate dehydrogenase

Fauber¹,

Dragovich²,

Chen

et al. 2014

Bioorganic & Medicinal Chemistry Letters

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“…Its AB‐type trans congener 14 was reported even earlier and obtained by the addition of BBr 3 to acetylene 80. A γ ‐borylallylboron compound 15 , which was prepared by metathesizing pinacol allyl‐ and vinylboronate, might also be an interesting candidate for SPC 50…”

Section: Methodological Developmentsmentioning

confidence: 90%

“…In any case, free boronic acids tend to be more reactive than their ester analogs which shows in the strengths of bases needed in both cases, with the stronger ones for the latter. There are, however, limits to this because protodeboronation,49 a detrimental side reaction, is also facilitated by stronger bases 50. It should not be hidden that the aspect of relative reactivity of boronic acid versus ester is also influenced by the rather complicated solubility issue.…”

Section: How To Do An Spc and Aspects Of Characterizationmentioning

confidence: 99%

Rubredoxin reductase from Alcanivorax borkumensis: Expression and characterization

Teimoori¹,

Ahmadian²,

Madadkar-Sobhani³

et al. 2011

Biotechnology Progress

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Oil pollution is an environmental problem of increasing importance. Alcanivorax borkumensis, with a high potential for biotechnological applications, is a key marine hydrocarbonoclastic bacterium and plays a critical role in the bioremediation of oil-polluted marine systems. In oil degrading bacteria, the first step of alkane degradation is catalyzed by a monooxygenase. The reducing electrons are tunneled from NAD(P)H via rubredoxin, one of the most primitive metalloproteins, to the hydroxylase. Rubredoxin reductase is a flavoprotein catalyzing the reduction of rubredoxin. There are two rubredoxin genes, alkG and rubA, in A. borkumensis genome. In this work, the genes encoding rubredoxin reductase (ABO_0162, rubB) and AlkG(ABO_2708, alkG) were cloned and functionally overexpressed in E. coli. Our results demonstrate that RubB could reduce AlkG, therefore compensating for the absence of AlkT, also a rubredoxin reductase, missing in A. borkumensis SK2 genome. These results will increase our knowledge concerning biological alkane degradation and will lead us to design more efficient biotransformation and bioremediation systems.

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“…Organic coupling reactions catalysed by transition metal compounds play a crucial role in modern synthetic chemistry and catalysis [1][2][3][4][5]. Many industries solely depend on these organic coupling reactions [6].…”

Section: Introductionmentioning

confidence: 99%

Light driven decarboxylative cross coupling of acrylic acid and iodobenzene using [Mo 132 ] type keplerate as a catalyst

Das

Misra

Roy

2017

Inorganica Chimica Acta

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Metal‐Catalyzed Cross‐Coupling Reactions of Organoboron Compounds with Organic Halides

Cited by 190 publications

References 567 publications

Identification of 3,6-disubstituted dihydropyrones as inhibitors of human lactate dehydrogenase

Identification of 3,6-disubstituted dihydropyrones as inhibitors of human lactate dehydrogenase

Rubredoxin reductase from Alcanivorax borkumensis: Expression and characterization

Light driven decarboxylative cross coupling of acrylic acid and iodobenzene using [Mo 132 ] type keplerate as a catalyst

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