13395-60-3Relevant academic research and scientific papers
An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH- cis-(CO)2- mer-{κ3- P, B, P′-B(NCH2PPh2)2- o-C6H4}]
Chang, Jiarui,Chen, Xuenian,Fang, Fei,Zhang, Jie
supporting information, p. 3825 - 3832 (2021/11/18)
Developing new approaches for efficient synthesis of diarylketones from commercially available inexpensive substrates via practical procedures is highly desirable. In this work, an effective catalytic system for the synthesis of diarylketones was developed based on a newly synthesized Os PBP pincer complex [OsH-cis-(CO)2-mer-{κ3-P,B,P′-B(NCH2PPh2)2-o-C6H4}] (1). Complex 1 proved to be very stable against many reagents at room temperature; CS2 can only react with 1 at elevated temperatures to produce [Os(κ2-S,S'-S2CH)(CO)-mer-{κ3-P,B,P′-B(NCH2PPh2)2-o-C6H4}] (2). Complex 1 was found to be an efficient precatalyst for the coupling reactions between arylboronic acids and aryl aldehydes. The reactions are tolerant of many functional groups and proceed smoothly in toluene in the presence of K3PO4 and H2O at 100 °C under an air atmosphere to give diaryl ketones in good to excellent yields. It was demonstrated that the reactions were catalyzed by in situ generated osmium nanoparticles. This work would open an avenue of heterogeneous transition metal catalyst system for the synthesis of diarylketones via the coupling reactions between arylboronic acids and aryl aldehydes, which has never been reported before.
Supported Palladium-Catalyzed Carbonylative Synthesis of Diaryl Ketones from Aryl Bromides and Arylboronic Acids
Xu, Tiefeng,Wang, Qi,Yang, Zeyi,Yi, Lili,Wang, Jian-Shu,Lu, Wangyang,Ying, Jun,Wu, Xiao-Feng
supporting information, p. 2027 - 2030 (2021/06/21)
A palladium supported on graphitic carbon nitride (Pd/g-C3N4) catalyzed carbonylative reaction of aryl bromides and arylboronic acids by has been developed for the construction of diaryl ketones. Using benzene-1,3,5-triyl triformate (TFBen) as the CO source, the reaction proceeded well to give various diaryl ketones in moderate to good yields.
Facile preparation of aromatic ketones from aromatic bromides and arenes with aldehydes
Ushijima, Sousuke,Dohi, Souya,Moriyama, Katsuhiko,Togo, Hideo
experimental part, p. 1436 - 1442 (2012/03/09)
Aromatic ketones were efficiently prepared in good yields by the reactions of aryl bromides with n-BuLi, followed by the reactions with aromatic aldehydes or aliphatic aldehydes and the subsequent treatment with molecular iodine and K2CO3, in a one-pot method. The same treatment of arenes, instead of aromatic bromides, also provided the corresponding aromatic ketones in good yields. Using these methods, various diaryl ketones and alkyl aryl ketones bearing electron-rich aromatics and electron-deficient aromatics could be prepared efficiently by a simple, transition-metal-free, and therefore environmentally benign experimental procedure.
NOVEL 4-AMINO-QUINOLINE DERIVATIVES USEFUL AS ANTI-MALARIA DRUGS
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Page/Page column 9, (2010/04/30)
The present invention relates to clotrimazole/quinoline hybrids useful as active ingredients of anti-malaria drugs. The compounds show a remarkable in vitro biological activity especially against the chloroquine-resistant Plasmodium falciparum strains and
NOVEL 4-AMINO-QUINOLINE DERIVATIVES USEFUL AS ANTI-MALARIA DRUGS
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Page/Page column 18; 20, (2008/12/08)
The present invention relates to clotrimazole/quinoline hybrids useful as active ingredients of anti-malaria drugs. The compounds show a remarkable in vitro biological activity especially against the chloroquine-resistant Plasmodium falciparum strains and
Design and synthesis of potent antimalarial agents based on clotrimazole scaffold: Exploring an innovative pharmacophore
Gemma, Sandra,Campiani, Giuseppe,Butini, Stefania,Kukreja, Gagan,Joshi, Bhupendra P.,Persico, Marco,Catalanotti, Bruno,Novellino, Ettore,Fattorusso, Ernesto,Nacci, Vito,Savini, Luisa,Taramelli, Donatella,Basilico, Nicoletta,Morace, Giulia,Yardley, Vanessa,Fattorusso, Caterina
, p. 595 - 598 (2007/10/03)
Identification of new molecular scaffolds structurally unrelated to known antimalarials may represent a valid strategy to overcome resistance of P. falciparum (Pf) to currently available drugs. We describe herein the investigation of a new polycyclic phar
ANTIMALARIAL AGENTS HAVING POLYAROMATIC STRUCTURE
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Page/Page column 25-26, (2010/11/28)
Antimalarial agents having a novel pharmacophore of formula (I) are herein described. These polycyclic compounds are able to inhibit chloroquine-sensitive and chloroquine-resistant strains ofPlasmodium falciparum (Pf). Furthermore, the synthesis of these compounds involves few steps from commercial products with low cost of production.Λa présente invention concerne des agents antimalariaux comportant un nouveau pharmacophore de formule (I). Ces composés polycycliques sont susceptibles d''inhiber les souches sensibles à la chloroquine et résistantes à la chloroquine de Plasmodium falciparum (Pf). En outre, la synthèse de ces composés est peu onéreuse et implique peu d''étapes à partir des produits commerciaux.
Laser Flash Photolysis of tert-Butyl Aroylperbenzoates: Kinetics of the Singlet and Triplet States and the Aroylphenyl Radicals
Shah, Bipin K.,Neckers, Douglas C.
, p. 1830 - 1835 (2007/10/03)
tert-Butyl aroylperbenzoates (1-4) were studied by laser flash photolysis (LFP). LFP (380 nm, pulse width ~350 fs) of 2 and 3 allowed direct observation of their singlet states, which showed broad absorption (λmax ~ 625 nm; τ ~ 20 and ~7.9 ps, respectively). The triplet state of each (λmax ~ 530-560 nm) rapidly dissociates by O-O cleavage as indicated by the short triplet lifetimes (e.g., triplet lifetime of 3 ~0.74 ns). The ~550 nm absorption obtained from the 355 nm LFP (pulse width ~7 ns) of 1, 2, and 4 has been assigned to the corresponding aroylphenyl radicals. Two representative radicals (4-benzoylphenyl 5 and 3-(4′-methylbenzoyl)phenyl 6) investigated in detail showed solvent-dependent lifetimes. Absolute bimolecular rate constants of reactions of these radicals with various quenchers including double-bond-containing monomers have been observed to range from 7.56 × 107 to 1.68 × 109 M-1 s-1 in CCl4 at room temperature. A possible structure of the aroylphenyl radicals and the transition responsible for the 550 nm absorption are discussed.
STUDIES IN TRIFLUOROMETHANESULPHONIC ACID-IV KINETICS AND MECHANISM OF ACYLATION OF AROMATIC COMPOUNDS
Roberts, R. M. G.,Sadri, A. R.
, p. 137 - 142 (2007/10/02)
A detailed kinetic study has been made of acylation reactions in solvent trifluoromethane sulphonic acid (CF3SO3H) using carboxylic acids as the electrophilic species involved.These species were shown to be probably the protonated form of the mixed anhydride.The reactions show high substrate selectivity characterised by high negative values of p+.Substituents in the carboxylic acids have a relatively small influence on the reactions rates due to a cancellation of substituents effects on the protonation of the mixed anhydride with those operating on the subsequent slow reaction of these species with the aromatic substrate.Anomalous effects were found for certain ortho substituents.The overall mechanism is discussed in terms of polar and steric effects in conjunction with the competing protonation of the aromatic bases, together with evidence from isotope effects.
Carboxylic Trifluoromethanesulfonic Anhydrides as Highly Effective Acylation Agents. - Perfluoroalkanesulfonic Acid Catalyzed Acylation of Arenes
Effenberger, Franz,Sohn, Erich,Epple, Gerhard
, p. 1195 - 1208 (2007/10/02)
Arene- and alkanecarboxylic trifluoromethanesulfonic anhydrides 2 and 5 are highly effective acylation agents, which react without Friedel-Crafts catalysts even with deactivated aromatics to yield aryl ketones 3 and 6, respectively.Acylation of arenes with carbonyl chlorides 4 and catalytic amounts of perfluoroalkanesulfonic acid gives ketones 3 and 6, resp., in good yields.Under similar conditions other strong Broensted acids show a considerably smaller degree of catalytic effect.
