5449-69-4Relevant academic research and scientific papers
A palladium-catalyzed C-H functionalization route to ketones: Via the oxidative coupling of arenes with carbon monoxide
Arndtsen, Bruce A.,Kinney, R. Garrison,Levesque, Taleah M.
, p. 3104 - 3109 (2020/03/27)
We describe the development of a new palladium-catalyzed method to generate ketones via the oxidative coupling of two arenes and CO. This transformation is catalyzed by simple palladium salts, and is postulated to proceed via the conversion of arenes into high energy aroyl triflate electrophiles. Exploiting the latter can also allow the synthesis of unsymmetrical ketones from two different arenes.
Synthesis of Spirobicyclic Pyrazoles by Intramolecular Dipolar Cycloadditions/[1s, 5s] Sigmatropic Rearrangements
Dimirjian, Christine A.,Casti?eira Reis, Marta,Balmond, Edward I.,Turman, Nolan C.,Rodriguez, Elys P.,Di Maso, Michael J.,Fettinger, James C.,Tantillo, Dean J.,Shaw, Jared T.
, p. 7209 - 7212 (2019/10/02)
The formation of fused pyrazoles via intramolecular 1,3-dipolar cycloadditions of diazo intermediates with pendant alkynes is described. A subsequent thermal [1s, 5s] sigmatropic shift of these pyrazole systems resulted in a ring contraction, forming spirocyclic pyrazoles. The limitations of this rearrangement were explored by changing the substituents on the nonmigrating aromatic ring and by using substrates lacking an aromatic linkage to the propargyl group.
Synthesis of ketones via organolithium addition to acid chlorides using continuous flow chemistry
Moon, Soo-Yeon,Jung, Seo-Hee,Bin Kim,Kim, Won-Suk
, p. 79385 - 79390 (2015/10/06)
An efficient method for the synthesis of ketones using organolithium and acid chlorides under continuous flow conditions has been developed. In contrast to standard batch chemistry, over-addition of the organolithium to the ketone for the formation of the undesired tertiary alcohol has been minimised representing a direct approach toward ketones.
Enantioselective intramolecular C-H insertion reactions of donor-donor metal carbenoids
Soldi, Cristian,Lamb, Kellan N.,Squitieri, Richard A.,Gonzlez-Lpez, Marcos,Di Maso, Michael J.,Shaw, Jared T.
, p. 15142 - 15145 (2015/02/19)
The first asymmetric insertion reactions of donor-donor carbenoids, i.e., those with no pendant electron-withdrawing groups, are reported. This process enables the synthesis of densely substituted benzodihydrofurans with high levels of enantio- and diaste
Dirhodium(II)-Catalyzed Cross-Coupling Reactions of Aryl Aldehydes with Arylboronic Acids in Water
Kuang, Yi,Wang, Yuanhua
supporting information, p. 1163 - 1166 (2015/10/05)
In this report, dirhodium(II) catalysts with axial phosphanes ligands were employed to catalyze cross-coupling reactions of aromatic aldehydes with arylboronic acids to generate ketones in neat water. The overall reaction is proposed to occur through a cascade process involving the dirhodium-catalyzed addition of boronic acids to aldehydes followed by the dehydrogenative oxidation of alcohols.
Pd-NHC-catalyzed synthesis of diaryl ketones
Gao, Feng,Feng, Huangdi,Sun, Zhihua
, p. 6451 - 6454 (2014/12/10)
With N-hetereocyclic carbene and palladium catalysis, diaryl ketones with a variety of functional groups that span from electron withdrawing to electron donating substitutions can be conveniently synthesized using the corresponding aryl boronic acid and N-acyloxyphthalimide.
A zeolite imidazolate framework ZIF-8 catalyst for Friedel-Crafts acylation
Nguyen, Lien T.L.,Le, Ky K.A.,Phan, Nam T.S.
experimental part, p. 688 - 696 (2012/08/08)
A zeolite imidazolate framework, ZIF-8, was synthesized and characterized by dynamic laser light scattering, X-ray powder diffraction, scanning electron microscopy, transmission electron microscopy, thermogravimetric analysis, Fourier transform infrared, atomic absorption spectrophotometry, and nitrogen adsorption measurements. The ZIF-8 was highly crystalline and porous with a surface area of over 1600 m2/g. Friedel-Crafts acylation of anisole and benzoyl chloride proceeded well in the presence of ZIF-8 (2-6 mol%) without the need for an inert atmosphere. The reaction afforded a selectivity of 93%-95% to the p-isomer. The solid catalyst can be separated from the reaction mixture by simple centrifugation and reused without significant degradation in catalytic activity. There was no leaching of active acid species into the reaction solution.
FAMILY OF ARYL, HETEROARYL, O-ARYL AND O-HETEROARYL CARBASUGARS
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, (2012/12/13)
The present invention relates to a compound of the following formula (I): as well as its process of preparation, pharmaceutical and cosmetics composition comprising it and use thereof, notably as an inhibitor of the sodium-dependent glucose co-transporter, such as SGLTl, SGLT2 and SGLT3, in particular in the treatment or prevention of diabetes, and more particularly type-II diabetes, diabetes-related complications, such as arthritis of the lower extremities, cardiac infarction, renal insufficiency, neuropathy or blindness, hyperglycemia, hyperinsulinemia, obesity, hypertriglyceridemia, X syndrome and arteriosclerosis, as well as for its use as an anticancer, anti-infective, anti-viral, anti-thrombotic or anti- inflammatory drug, or for lightening, bleaching, depigmenting the skin, removing blemishes from the skin, particularly age spots and freckles, or preventing pigmentation of the skin.
Synthesis of diaryl ketones via a phosphine-free Fukuyama reaction
Kunchithapatham, Kamala,Eichman, Chad C.,Stambuli, James P.
supporting information; experimental part, p. 12679 - 12681 (2012/01/05)
The synthesis of unsymmetrical diaryl ketones via the Fukuyama coupling of thioesters and organozinc reagents is described. Typically, the synthesis of diaryl ketones using this methodology provides low yields. The simple complex, Pd(dba)2, was found to convert a variety of aryl thioesters to diaryl ketones in good yields. The Royal Society of Chemistry 2011.
Photochemically promoted transition metal-free cross-coupling of acylsilanes with organoboronic esters
Ito, Kazuta,Tamashima, Hiroto,Iwasawa, Nobuharu,Kusama, Hiroyuki
scheme or table, p. 3716 - 3719 (2011/05/14)
Intermolecular carbon-carbon bond formation between acylsilanes and organoboronic esters was achieved by photoirradiation under almost neutral, transition metal-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of acylsilanes reacted with boronic esters to give the formal B-C bond insertion intermediates, which underwent unique rearrangement to afford the cyclic α-alkoxyboronic esters. Acidic treatment of the resulting crude products under air furnished the cross-coupled ketones in good yields.
