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281
Observations on the deprotection of pinanediol and pinacol boronate esters via fluorinated intermediates.
Published 2010“…Methods for the deprotection of pinanediol and pinacol esters of various boronic acids via fluoroborane intermediates were evaluated. …”
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282
A simple generic method for analyzing water sensitive pinacol boronate compounds by hydrophilic interaction liquid chromatography
Published 2022-11-01“…On the other hand, boronic acids are polar compounds and difficult to be retained in RPLC. …”
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283
An approach to enzyme inhibition employing reversible boronate ester formation
Published 2011“…NMR techniques (<sup>11</sup>B NMR and <sup>1</sup>H waterLOGSY) were used to observe ternary complexes of boronic acids, sugars and α-chymotrypsin, and were useful for distinguishing preferentially binding combinations of boronic acids and sugars. …”
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284
Diboron-enabled high-precision protein engineering
Published 2021“… <p>Boronic acids are versatile synthetic building blocks, widely applied in molecular sensing applications and have more recently attracted attention as warheads in medicinal chemistry. …”
Thesis -
285
Anticancer-active 3,4-diarylthiolated maleimides synthesis via three-component radical diarylthiolation
Published 2022-11-01“…Herein, we report an efficient and simple copper-catalyzed oxidative diarylthiolation of maleimides with sulfur powder and aryl boronic acids, in which S powder was used as a substrate and internal oxidant. …”
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286
Enantio- and diastereoselective Suzuki-Miyaura coupling with racemic bicycles
Published 2019“…Herein, we describe a rhodium‐catalyzed enantio‐ and diastereoselective Suzuki–Miyaura cross‐coupling between racemic fused bicyclic allylic chlorides and boronic acids. The highly stereoselective transformation allows for the coupling of aryl, heteroaryl, and alkenyl boronic acids and gives access to functionalized bicyclic cyclopentenes, which can be converted into other five‐membered‐ring scaffolds with up to five contiguous stereocenters. …”
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287
New late-stage strategies towards difluoromethylarenes
Published 2020“…In <strong>Chapter IV</strong>, a facile and robust radiochemical methodology for PET describing the synthesis of 18F-difluoromethylarenes from aryl boronic acids, ethyl bromofluoroacetate and cyclotron produced [18F]fluoride is presented. …”
Thesis -
288
Synthesis of sulfur-containing organic compounds: sulfones, sulfonamides and benzoisothiazoles
Published 2017“…A wide range of aryl and alkenyl boronic acids are coupled with aryl and alkenyl iodides to give the corresponding sulfones. …”
Thesis -
289
Synthesis of poly(para-phenylenevinylene) rotaxanes by aqueous Suzuki coupling.
Published 2004“…PPV-based polyrotaxanes have been prepared by coupling vinyl boronic acids to aryl iodides in the presence of cyclodextrins, and the crystal structure of a [2]rotaxane of this type has been determined.…”
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290
Direct copper-catalyzed three-component synthesis of sulfonamides
Published 2018“…The reaction tolerates broad variation in both coupling partners, including aryl, heteroaryl and alkenyl boronic acids, as well as cyclic and acyclic alkyl secondary amines, and primary anilines. …”
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291
Tandem intermolecular Suzuki coupling/intramolecular vinyl triflate-arene coupling
Published 2002“…Treatment of a benzyl substituted meso-ditriflate with boronic acids in the presence of palladium acetate, triphenylphosphine and caesium fluoride results in intermolecular Suzuki coupling followed by vinyl triflate-arene cyclisation to provide, in high yields, single regioisomers of tricyclic-carbocycles.…”
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292
Tandem intermolecular Suzuki coupling/intramolecular vinyl triflate-arene coupling.
Published 2002“…Treatment of a benzyl substituted meso-ditriflate with boronic acids in the presence of palladium acetate, triphenylphosphine and caesium fluoride results in intermolecular Suzuki coupling followed by vinyl triflate-arene cyclisation to provide, in high yields, single regioisomers of tricyclic-carbocycles.…”
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293
Will morphing boron-based inhibitors beat the β-lactamases?
Published 2019“…Although β-lactam and non-β-lactam inhibitors forming stable acyl-enzyme complexes with nucleophilic serine β-lactamases (SBLs) are widely used, these are increasingly susceptible to evolved SBLs and do not inhibit metallo-β-lactamases (MBLs). Boronic acids and boronate esters, especially cyclic ones, can potently inhibit both SBLs and MBLs. …”
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294
Rewriting the bacterial glycocalyx via Suzuki-Miyaura cross-coupling
Published 2013“…Suzuki-Miyaura cross-coupling has been used to couple novel carbohydrate-based boronic acids, site-selectively, to the surface of E. coli at an unnatural amino acid. …”
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295
Room Temperature Aryl Trifluoromethylation via Copper- Mediated Oxidative Cross-Coupling
Published 2012“…A method for the room temperature copper-mediated trifluoromethylation of aryl and heteroaryl boronic acids has been developed. This protocol is amenable to normal benchtop setup and reactions typically require only 1−4 h. …”
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296
A General Method for Suzuki–Miyaura Coupling Reactions Using Lithium Triisopropyl Borates
Published 2013“…These borate species are much more stable toward protodeboronation than the corresponding boronic acids and can conveniently be stored on benchtop at room temperature.…”
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297
Synthesis of 2,2-difluoro-2-arylethylamines as fluorinated analogs of octopamine and noradrenaline
Published 2022-03-01“…The syntheses of these compounds were performed by a Suzuki–Miyaura cross-coupling reaction of 4-(bromodifluoroacetyl)morpholine with aryl boronic acids to produce the intermediate 2,2-difluoro-2-arylacetamides, followed by transformation of difluoroacetamide to difluoroethylamine.…”
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298
Reactions of 3-amino-1,2,4-triazine with coupling reagents and electrophiles
Published 2022-11-01“…Analogs of a new heterocyclic system were obtained from the reactions of 3-amino-1,2,4-triazine with coupling reagents such as boronic acids, and terminal alkynes in the presence of a palladium catalyst. …”
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299
Organophosphorus-Catalyzed Reductive Functionalization of Nitrocompounds via P(III)/P(V) Redox Couple
Published 2022“…With the utilization of geometric-distorted organophosphetanes as catalysts and hydrosilanes as terminal reductants, nitro compounds (nitroarenes, nitromethane and nitroalkanes) undergo reductive O-atom transfer reactions involving the conversion of P(III)/P(V)=O. With that, boronic acids were employed as coupling partners to intercept the nitrene reactivity of nitro compounds derived oxazaphosphorane intermediates for direct reductive C–N coupling. …”
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Thesis -
300
Rapid synthesis of the Taxol core
Published 2019“…</p> <p>The second part of this thesis builds on the Rh-catalysed asymmetric coupling of boronic acids (vinyls, benzenes and heteroaromatics) and cyclic allyl chlorides, developed in the Fletcher group. …”
Thesis