5272-33-3Relevant articles and documents
Copper-Catalyzed Modular Access to N-Fused Polycyclic Indoles and 5-Aroyl-pyrrol-2-ones via Intramolecular N—H/C—H Annulation with Alkynes: Scope and Mechanism Probes
Liu, Yan-Hua,Song, Hong,Zhang, Chi,Liu, Yue-Jin,Shi, Bing-Feng
supporting information, p. 1545 - 1552 (2020/09/09)
Copper-catalyzed intramolecular N—H/C—H annulation with alkynes has been developed. A variety of densely functionalized heterocycles, such as pyrrolo[1,2-a]indoles, indolo[1,2-c]quinazolin-2-ones, oxazolo[3,4-a]indoles, and imidazo[1,5-a]indoles, were synthesized in an atom- and step-economical manner, owing to the high modularized feature of aniline moiety, the linker moiety, as well as the alkyne moiety. By simply changing the oxidant from di-tert-butyl peroxide (DTBP) to 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), the reaction could readily be transformed to the aminooxygenation pathway, which grabs one oxygen atom from the TEMPO to generate 5-aroyl-pyrrol-2-ones. Mechanistic experiments indicate that vinyl radical is involved in this reaction and an amidyl-radical-initiated radical cascade might be responsible for this transformation.
Enantioselective Construction of Tertiary Fluoride Stereocenters by Organocatalytic Fluorocyclization
Biosca, Maria,Eriksson, Lars,Hedberg, Martin,Himo, Fahmi,Lübcke, Marvin,Szabó, Kálmán J.,Wang, Qiang
supporting information, p. 20048 - 20057 (2020/11/27)
1,1-Disubstituted styrenes with internal oxygen and nitrogen nucleophiles undergo oxidative fluorocyclization reactions with in situ generated chiral iodine(III)-catalysts. The resulting fluorinated tetrahydrofurans and pyrrolidines contain a tertiary carbon-fluorine stereocenter. Application of a new 1-naphthyllactic acid-based iodine(III)-catalyst allows the control of tertiary carbon-fluorine stereocenters with up to 96% ee. Density functional theory calculations are performed to investigate the details of the mechanism and the factors governing the stereoselectivity of the reaction.
Synthesis and Utility of 2,2-Dimethyl-2 H-pyrans: Dienes for Sequential Diels-Alder/Retro-Diels-Alder Reactions
Tejedor, David,Díaz-Díaz, Abián,Diana-Rivero, Raquel,Delgado-Hernández, Samuel,García-Tellado, Fernando
supporting information, p. 7987 - 7992 (2019/01/04)
The practical use of 2,2-dimethyl-2H-pyrans as electron-rich dienes in sequential Diels-Alder/retro-Diels-Alder (DA/rDA) domino processes to generate aromatic platforms has been demonstrated. Different polysubstituted alkyl 2-naphthoates have been synthesized by the DA/rDA reaction of benzynes and 2,2-dimethyl-2H-pyrans. The use of other activated alkynes allows the access of substituted alkyl benzoate derivatives.
CYCLOPROPANECARBOXAMIDE MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR
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Paragraph 00164, (2016/08/03)
The present invention relates to new cyclopropanecarboxamide modulators of cystic fibrosis transmembrane conductance regulator proteins, pharmaceutical compositions thereof, and methods of use thereof.
Efficient synthesis and antibacterial activities of some novel 1,2,3-triazoles prepared from propargylic alcohols and benzyl azides
Hosseinzadeh, Rahman,Abolfazli, Mohammadreza Khadem,Mohseni, Mojtaba,Mohadjerani, Maryam,Lasemi, Zahra
, p. 1298 - 1305 (2015/04/27)
A simple and effective procedure for regioselective preparation of 1,2,3-triazoles from benzyl azides and propargylic alcohols is described using CuSO4·5H2O and sodium ascorbate. To screen the antibacterial activity of some newly synthesized triazole derivatives, minimum inhibitory concentration of 3d and 3k was evaluated against gram positive Staphylococcus aureus and Bacillus subtilis and gram negative Escherichia coli and Pseudomonas aeruginosa.
KINASE INHIBITORS
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Page/Page column 45-46, (2014/03/25)
There are provided compounds of formula (I), (Formula (I)) wherein R1 to R5, X1, X2, Ar, L, E, A, A1, G and G1 have meanings given in the description, which compounds have antiinflammatory activity (e.g. through inhibition of one or more of members of: the family of p38 mitogen-activated protein kinase enzymes; Syk kinase; and members of the Src family of tyrosine kinases) and have use in therapy, including in pharmaceutical combinations, especially in the treatment of inflammatory diseases, including inflammatory diseases of the lung, eye and intestines.
Cobalt-catalyzed carboxylation of propargyl acetates with carbon dioxide
Nogi, Keisuke,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi
supporting information, p. 13052 - 13055 (2015/02/19)
The cobalt-catalyzed carboxylation of propargyl acetates with CO2 (1 atm) is described. The reaction proceeds at room temperature in the presence of Mn powder as a reducing reagent. Various propargyl acetates are converted to the corresponding carboxylic acids in good to high yields.
Synthesis of α-arylated allylsilanes through palladium-catalyzed γ-selective allyl-aryl coupling
Li, Dong,Tanaka, Tatsunori,Ohmiya, Hirohisa,Sawamura, Masaya
supporting information; experimental part, p. 3344 - 3347 (2010/11/03)
(Equation Presented). A palladium-catalyzed γ-selective allyl-aryl coupling between γ-silylated allylic esters and arylboronic acids produced α-arylated allylsilanes with E-alkene geometry. The reaction tolerated various functional groups in both the arylboronic acids and the allylic esters and afforded functionalized allylsilanes. The reaction of optically active allylic esters took place with excellent α-to-γ chirality transfer with syn stereochemistry to give chiral allylsilanes.
A convenient method for the aromatic amino-claisen rearrangement of N-(1,1-disubstituted-allyl)anilines
Cooper,Lucas,Taylor,Ward,Williamson
, p. 621 - 625 (2007/10/03)
N-(1,1-Disubstituted-allyl)anilines are rearranged cleanly and in high yield to 2-(3,3-disubstituted-allyl)anilines using a catalytic amount of p-toluenesulfonic acid in acetonitrile/water (10:1).
1,6-bis(trimethylsilyl)-3,3,3,4-tetraalkylhexa-1,5-diynes
Yarosh, O. G.,Zhilitskaya, L. V.,Albanov, A. I.,Burnashova, T. D.,Voronkov, M. G.
, p. 547 - 549 (2007/10/03)
Silylacetylene chlorides Me3SiCCCRR'Cl react with magnesium in ether medium to give the corresponding 1,6-bis(trimethylsilyl)-3,3,4,4-tetraalkylhexa-1,5-diynes.By the same method bis(1-trimethylsilylethynylcyclopent-1-yl) and bis(1-trimethylsilylethynylcyclohex-1-yl) were prepared.Desilylation of 1,6-bis(trimethylsilyl)-3,3,4,4-tetraalkylhexa-1,5-diynes gives corresponding 3,3,4,4-tetraalkylhexa-1,5-diynes.
