13788-90-4Relevant academic research and scientific papers
Synthesis of β-mercuri ketones by the reaction of siloxycyclopropanes with mercuric acetate and their conversion to α-methylene ketones and γ-ketoesters
Ryu, Ilhyong,Matsumoto, Koichi,Ando, Masato,Murai, Shinji,Sonoda, Noboru
, p. 4283 - 4286 (1980)
Siloxycyclopropanes were quantitatively converted to β-acetoxymercuri ketones by the reaction with mercuric acetate. Successive treatment with palladium chloride or palladium chloride/carbon monoxide gave α-methylene ketones or γ-ketoesters, respectively, in good yields.
Synthetic Route to Enaminones via Metal-Free Four-Component Sequential Reactions of Aryl Olefins with CHCl3, Et3N, and TBHP
Zhang, Jiantao,Zhou, Peng,Yin, Aiguo,Zhang, Shuhua,Liu, Weibing
, p. 8980 - 8986 (2021/06/30)
An efficient and modular strategy was used to obtain enaminones with a wide range of functional groupsviaa four-component sequential reaction. This reaction proceeded under mild conditions without a catalyst in one pot. Furthermore, the products could be transformed into thiadiazoles.
Balancing Bulkiness in Gold(I) Phosphino-triazole Catalysis
Zhao, Yiming,Wakeling, Matthew G.,Meloni, Fernanda,Sum, Tze Jing,van Nguyen, Huy,Buckley, Benjamin R.,Davies, Paul W.,Fossey, John S.
, p. 5540 - 5548 (2019/08/07)
The syntheses of a series of 1-phenyl-5-phosphino 1,2,3-triazoles are disclosed, within which, the phosphorus atom (at the 5-position of a triazole) is appended by one, two or three triazole motifs, and the valency of the phosphorus(III) atom is completed by two, one or zero ancillary (phenyl or cyclohexyl) groups respectively. This series of phosphines was compared with tricyclohexylphosphine and triphenylphosphine to study the effect of increasing the number of triazoles appended to the central phosphorus atom from zero to three triazoles. Gold(I) chloride complexes of the synthesised ligands were prepared and analysed by techniques including single-crystal X-ray diffraction structure determination. Gold(I) complexes were also prepared from 1-(2,6-dimethoxy)-phenyl-5-dicyclohexyl-phosphino 1,2,3-triazole and 1-(2,6-dimethoxy)-phenyl-5-diphenyl-phosphino 1,2,3-triazole ligands. The crystal structures thus obtained were examined using the SambVca (2.0) web tool and percentage buried volumes determined. The effectiveness of these gold(I) chloride complexes to serve as precatalysts for alkyne hydration were assessed. Furthermore, the regioselectivity of hydration of but-1-yne-1,4-diyldibenzene was probed.
Regioselective synthesis of substituted cyclopenta[l]phenanthrenes
Connors, David M.,Goroff, Nancy S.
supporting information, p. 4262 - 4265 (2016/09/09)
A simple and efficient synthesis of cyclopenta[l]phenanthrenes from substituted acetophenones provides access to polycyclic aromatics with a variety of substitution patterns. The synthesis requires only three steps from a silyl enol ether: a Mukaiyama aldol reaction followed by McMurry coupling and then Mallory photocyclooxidation to give the target phenanthrenes. Photocyclization conditions have been found that give regioselective formation of 2,7-phenanthrenes from bis(meta-substituted) stilbenes.
Divergent synthesis of benzene derivatives: Bronsted acid catalyzed and iodine-promoted tandem cyclization of 5,2-enyn-1-ones
Yang, Fang,Qiu, Yi-Feng,Ji, Ke-Gong,Niu, Yan-Ning,Ali, Shaukat,Liang, Yong-Min
, p. 9029 - 9037,9 (2012/12/11)
Highly substituted benzene derivatives, including alkoxy-, iodoalkoxy-, and diiodo-substituted benzenes, can be selectively synthesized via Bronsted acid catalyzed and iodine-promoted tandem carbocyclization respectively. This reaction involved a direct p
Ruthenium(III) chloride-catalyzed chemoselective synthesis of acetals from aldehydes
De, Surya K.,Gibbs, Richard A.
, p. 8141 - 8144 (2007/10/03)
A mild and chemoselective acetalization procedure for the protection of various aldehydes in the presence of ketones is described.
Carbon-carbon bond forming reactions by using bistrifluoromethanesulfonimide
Cossy,Lutz,Alauze,Meyer
, p. 45 - 48 (2007/10/03)
Bistrifluoromethanesulfonimide has been used to catalyze C-C bond forming reactions such as Friedel-Crafts, Mukaiyama, 1,2-addition and 1,4-addition as well as C-glycosidation reactions.
Mild acetalisation of mono and dicarbonyl compounds catalysed by titanium tetrachloride. Facile synthesis of β-keto enol ethers
Clerici, Angelo,Pastori, Nadia,Porta, Ombretta
, p. 217 - 225 (2007/10/03)
The use of TiCl4, as a catalyst for the acetalisation, at room temperature, of carbonyl compounds is reported. Cyclic ketones and cyclic 1,4-diketones easily afford dimethyl acetals, but cyclic 1,3-diketones give β-keto enol ethers. Additionally, aryl ketones and acyclic ketones failed to react. β-keto aldehydes can be monoprotected either as β-keto enol ethers or β-keto dimethyl acetals depending on the reaction time and catalyst amount. Some mechanistic features are accounted for.
A convenient synthesis of masked β-ketoaldehydes by the controlled addition of nucleophiles to (trimethylsilyl)ethynyl ketones
Bromidge,Entwistle,Goldstein,Orlek
, p. 487 - 494 (2007/10/02)
The controlled addition of nucleophiles to (trimethylsilyl)ethynyl ketones provides a facile route to β-ketoacetals, β-alkoxy-α,β-unsaturated ketones or vinylogous amides depending on the choice of reaction conditions.
TRITYL PERCHLORATE AS AN EFFICIENT CATALYST IN THE ALDOL-TYPE REACTION
Mukaiyama, Teruaki,Kobayashi, Shu,Murakami, Masahiro
, p. 1759 - 1762 (2007/10/02)
In the presence of a catalytic amount of trityl perchlorate, silyl enol ethers and ketene silyl acetals react with acetals and methyl orthoformate to give the corresponding aldol-type addition products in good yields.
