13122-33-3Relevant academic research and scientific papers
Hydro/deutero deamination of arylazo sulfones under metal and (photo)catalyst-free conditions
Amin, Hawraz I.M.,Raviola, Carlotta,Amin, Ahmed A.,Mannucci, Barbara,Protti, Stefano,Fagnoni, Maurizio
, (2019/06/19)
Hydrodeaminated and monodeuterated aromatics were obtained via a visible-light driven reaction of arylazo sulfones. Deuteration occurs efficiently in deuterated media such as isopropanol-d8 or in THF-d8/water mixtures and exhibits a high tolerance to the nature and the position of the aromatic substituents.
DEUTERO-PHENFORMIN DERIVATIVES
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Paragraph 0437, (2017/09/02)
The present disclosure is directed to novel phenformin derivatives, and their pharmaceutically acceptable salts, solvates, or stereoisomers thereof. This disclosure also provides compositions and the use of such compositions in method of treating cancer,
A Sustainable Heterogeneous Iron Catalyst Fe/SBA-15 towards Direct Arylation of Unactivated C(sp3)?H and C(sp2)?H Bonds with Arenes
Rajendran,Satishkumar
, p. 1284 - 1291 (2017/04/14)
Iron grafted over mesoporous silica (8 wt %Fe/SBA-15) is a sustainable, efficient heterogeneous iron catalyst for direct arylation of biphenyl methane C(sp3)?H and benzene C(sp2)?H bonds. The selective extraction deposition (SED) technique was adopted to graft iron easily over the mesoporous support SBA-15 by using LaFeO3 as an iron precursor. The synthesized catalyst has been characterized by EPR spectroscopy, diffuse reflectance UV/Vis spectroscopy, and temperature programmed reduction (TPR) analysis to understand the coordination environment and state of oxidic iron species grafted over the mesoporous SBA-15. TPR results confirm the presence of isolated, clustered, oligomeric oxidic iron species in the catalyst. The adopted SED technique is highly successful for grafting 8 wt % iron into the mesopores of SBA-15 without forming iron oxide particles. Unlike homogeneous iron, the 8 wt %Fe/SBA-15 catalyst does not need support from an electron-withdrawing group and additives to carry out arylation of benzene and could be successfully recycled five times.
Metal-Free sp2-C-H Borylation as a Common Reactivity Pattern of Frustrated 2-Aminophenylboranes
Chernichenko, Konstantin,Lindqvist, Markus,Kótai, Bianka,Nieger, Martin,Sorochkina, Kristina,Pápai, Imre,Repo, Timo
supporting information, p. 4860 - 4868 (2016/05/10)
C-H borylation is a powerful and atom-efficient method for converting affordable and abundant chemicals into versatile organic reagents used in the production of fine chemicals and functional materials. Herein we report a facile C-H borylation of aromatic and olefinic C-H bonds with 2-aminophenylboranes. Computational and experimental studies reveal that the metal-free C-H insertion proceeds via a frustrated Lewis pair mechanism involving heterolytic splitting of the C-H bond by cooperative action of the amine and boryl groups. The adapted geometry of the reactive B and N centers results in an unprecedentently low kinetic barrier for both insertion into the sp2-C-H bond and intramolecular protonation of the sp2-C-B bond in 2-ammoniophenyl(aryl)- or -(alkenyl)borates. This common reactivity pattern serves as a platform for various catalytic reactions such as C-H borylation and hydrogenation of alkynes. In particular, we demonstrate that simple 2-aminopyridinium salts efficiently catalyze the C-H borylation of hetarenes with catecholborane. This reaction is presumably mediated by a borenium species isoelectronic to 2-aminophenylboranes.
Iron-catalyzed oxidative coupling of arylboronic acids with benzene derivatives through homolytic aromatic substitution
Uchiyama, Nanase,Shirakawa, Eiji,Nishikawa, Ryo,Hayashi, Tamio
supporting information; experimental part, p. 11671 - 11673 (2011/12/05)
Fe(OTf)3-1,10-phenanthroline catalyzes oxidative coupling of arylboronic acids with benzene derivatives using t-BuOOt-Bu as an oxidant. The reaction proceeds through homolytic aromatic substitution with aryl radicals generated from arylboronic acids and t-BuO.
Regioselective Dihydroarene Oxide Formation during ortho-Hydroxylation of Halogenobenzenes by Fungi
Auret, Barbara J.,Balani, Suresh K.,Boyd, Derek R.,Greene, Ruth M. E.,Berchtold, Glenn A.
, p. 2659 - 2664 (2007/10/02)
ortho-Hydroxylation of chloro- and bromo-benzene occurred in the presence of growing cultures of the fungi Rhizopus arrhizus, Rhizopus stolonifer, and Cunninghamella elegans.The absence of a primary kinetic isotope effect and the presence of the NIH shift are consistent with dihydroarene oxides being initial metabolites.N.m.r. analysis of the deuterium-labelled o-halogenophenol products suggested that enzyme-catalysed epoxidation occurs preferentially at the 2,3-bond.
Phenylethynyl: Matrix Isolation Electron Spin Resonance and Molecular Orbital Study
Kasai, Paul H.,McBay, Henry C.
, p. 5932 - 5934 (2007/10/02)
Electron spin resonance spectra of phenylethynyl radical generated in argon matrices were examined.Spectral analysis showed that the radical is a ? radical PhC.=C: as had been found earlier for the same radical generated in solution.An EHT-MO s
REDUCTION BY A MODEL OF NAD(P)H. 42. DIRECT EVIDENCE FOR ONE ELECTRON TRANSFER MECHANISM IN THE REDUCTION OF ARENEDIAZONIUM SALTS.
Yasui, Shinro,Nakamura, Kaoru,Ohno, Atsuyoshi
, p. 3331 - 3334 (2007/10/02)
Arenediazonium salts are reduced by an NAD(P)H- model in methanol at room temperature to afford the corresponding reduction product, ArH.The reaction proceeds partially with a radical-chain mechanism involving initial one electron transfer from the NAD(P)H-model to the diazonium salt.
Substituent Effect on the Electrochemical Oxidation of Arylmethyl Anions. 3. Effect of Methyl Substitution on Diarylmethyl Anions
Bank, Shelton,Schepartz, Alanna,Giammatteo, Paul,Zubieta, Jon
, p. 3458 - 3464 (2007/10/02)
Electrochemical oxidation of a series of diarylmethyl anions was examined.Twelve varingly substituted groups including methyl, dimethyl, ring, and a CH2N(CH3)2 group were studied as the lithium salts in dimethoxyethane/tetramethylethylenediamine by use of
