69519-10-4Relevant academic research and scientific papers
Reactivity of (NHC)2FeX2 complexes toward arylborane lewis acids and arylboronates
Dunsford, Jay J.,Cade, Ian A.,Fillman, Kathlyn L.,Neidig, Michael L.,Ingleson, Michael J.
, p. 370 - 377 (2014)
(NHC)2FeCl2 complexes undergo methoxide transfer in preference to aryl transfer from [(Aryl)B(OR)3]-, while addition of ArylBY2 (Y = Cl, OR) to (NHC)Fe-methoxide compounds leads only to formation of (
A synthetic route to 1-(4-boronobenzyl)-1H-pyrrole
D’Silva, Claudius
, p. 655 - 659 (2021/02/26)
The synthesis of 1-(4-boronobenzyl)-1H-pyrrole was investigated using three different routes. Two key routes that involved the introduction of the boronate group protected as the pinacol ester, failed, due to deprotection problems. The route involving the
Insight into Copper Catalysis: In Situ Formed Nano Cu2O in Suzuki-Miyaura Cross-Coupling of Aryl/Indolyl Boronates
Ranjani, Ganapathy,Nagarajan, Rajagopal
supporting information, p. 3974 - 3977 (2017/08/14)
A ligand-free copper catalyzed Suzuki-Miyaura coupling of 3,5-diiodopyridine with aryl and indole boronates has been explored in good to excellent yields. In situ generation of nano-Cu2O from CuCl2 under the reaction conditions has been discovered for the first time. The generality of the reaction was further demonstrated by the arylation of 5-iodopyrimidine, iodopyridines, iodobenzenes, and diiodobenzenes and resulted in good to moderate yields. Moreover, bisindole alkaloid Scalaridine A has been successfully synthesized in 60% overall yield.
Superstable palladium(0) complex as an air-and thermostable catalyst for Suzuki coupling reactions
Jakab, Alexandra,Dalicsek, Zoltn,Holczbauer, Tams,Hamza, Andrea,Ppai, Imre,Finta, Zoltn,Timri, Gza,Sos, Tibor
supporting information, p. 60 - 66 (2015/02/02)
An unprecedentedly thermo-and air-stable Pd0 complex from readily available electron-poor trifluoromethylated phosphine was serendipitously discovered. As detailed and comparative DFT calculations indicate, the stability of the complex is associated with unusually strong ligand-ligand noncovalent interactions. The unique stability and the presence of hydrophobic structural elements of the complex offer several practical advantages, which were exploited in catalytic Suzuki-Miyaura coupling reactions.
Highly nucleophilic dipropanolamine chelated boron reagents for aryl-transmetallation to iron complexes
Dunsford, Jay J.,Clark, Ewan R.,Ingleson, Michael J.
supporting information, p. 20577 - 20583 (2015/12/04)
New aryl- and heteroarylboronate esters chelated by dipropanolamine are synthesised directly from boronic acids. The corresponding anionic borates are readily accessible by deprotonation and demonstrate an increase in hydrocarbyl nucleophilicity in comparison to other common borates. The new borates proved competent for magnesium or zinc additive-free, direct boron-to-iron hydrocarbyl transmetallations with well-defined iron(ii) (pre)catalysts. The application of the new borate reagents in representative Csp2-Csp3 cross-coupling led to almost exclusive homocoupling unless coupling is performed in the presence of a zinc additive.
Discovery of a new boron-containing antifungal agent, 5-fluoro-1,3-dihydro- 1-hydroxy-2,1-benzoxaborole (AN2690), for the potential treatment of onychomycosis
Baker, Stephen J.,Zhang, Yong-Kang,Akama, Tsutomu,Lau, Agnes,Zhou, Huchen,Hernandez, Vincent,Mao, Weimin,Alley,Sanders, Virginia,Plattner, Jacob J.
, p. 4447 - 4450 (2007/10/03)
A structure-activity relationship investigation for a more efficacious therapy to treat onychomycosis, a fungal infection of the toe and fingernails, led to the discovery of a boron-containing small molecule, 5-fluoro-1,3-dihydro- 1-hydroxy-2,1-benzoxaborole (AN2690), which is currently in clinical trials for onychomycosis topical treatment.
Efficient and convenient nonaqueous workup procedure for the preparation of arylboronic esters
Wong, Ken-Tsung,Chien, Yuh-Yih,Liao, Yuan-Li,Lin, Chang-Chih,Chou, Meng-Yen,Leung, Man-Kit
, p. 1041 - 1044 (2007/10/03)
An efficient one-pot synthetic protocol for the synthesis of arylboronic esters has been established. The concentrated addition mixture of trimethylborate with aryl Grignard reagents was treated with low molecular weight diols (ethylene glycol, 1,3-propandiol) and toluene, the corresponding arylboronic esters were isolated in a convenient way with high yields. The diols not only serve as water replacement for the workup step, but also as well as the reagent for the preparation of arylboronic esters.
Derivatization and Mass Spectrometric Investigation of Substituted Benzeneboronic Acids. The Use of Linked Scanning During Gas Chromatography Mass Spectrometry
Longstaff, Colin,Rose, Malcolm Edward
, p. 508 - 518 (2007/10/02)
Substituted benzeneboronic acids are important intermediates in the synthesis of support matrices for affinity chromatography but their analysis by mass spectrometry is hindered by thermal reactions in the ion source.A simple derivatization with 1,2- or 1
