4504-29-4Relevant academic research and scientific papers
THERAPEUTIC COMPOUNDS AND USES THEREOF
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Page/Page column 93; 94, (2016/08/23)
The present invention relates to compounds of formula (I): and to salts thereof, wherein R1-R6 have any of the values defined in the specification, and compositions and uses thereof. The compounds are useful as inhibitors of TAF1. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various TAF1-mediated disorders.
Preparation method of N-acetonyl amine compound
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Paragraph 0046, (2016/10/09)
The invention discloses a preparation method of an N-acetonyl amine compound. The method comprises the following steps that an amine compound and glycerin are used as reaction raw materials, and in the presence of a composite catalyst and an alkali addition agent, in reaction mediums and at the reaction temperature of 80-180 DEG C, a reaction is performed for 2-48 hours in a sealed reactor so that the N-acetonyl amine compound is obtained. The method disclosed by the invention is simple, reaction conditions are mild, target products can be obtained at a low cost and at a high yield, and the used catalyst has high catalytic activity and is easy to separate and repeatedly use in a reaction system; besides, the whole process is environment-friendly, and the utilization of by-products namely the glycerin of biologic diesel oil is promoted.
Glycerol as a Building Block for Prochiral Aminoketone, N-Formamide, and N-Methyl Amine Synthesis
Dai, Xingchao,Rabeah, Jabor,Yuan, Hangkong,Brückner, Angelika,Cui, Xinjiang,Shi, Feng
, p. 3133 - 3138 (2016/11/29)
Prochiral aminoketones are key intermediates for the synthesis of optically active amino alcohols, and glycerol is one of the main biomass-based alcohols available in industry. In this work, glycerol was catalytically activated and purposefully converted with amines to generate highly valuable prochiral aminoketones, as well as N-formamides and N-methyl amines, over CuNiAlOx catalyst. The catalyst structure can be anticipated as nano-Ni species on or in CuAlOx via the formation of nano- Cu?Ni alloy particles. This concept may present a novel and valuable methodology for glycerol utilization.
Synthesis of Multiple-Substituted Pyrroles via Gold(I)-Catalyzed Hydroamination/Cyclization Cascade
Li, Xiangdong,Chen, Ming,Xie, Xin,Sun, Ning,Li, Shi,Liu, Yuanhong
supporting information, p. 2984 - 2987 (2015/06/30)
A gold-catalyzed cascade hydroamination/cyclization reaction of α-amino ketones with alkynes to form substituted pyrroles has been developed. The method offers several advantages such as high regioselectivity with the tested cases, wide functional group tolerance, and easily accessible starting materials. The synthetic utility of the obtained pyrrole products was demonstrated by their efficient transformations to 2-vinylated pyrroles via gold-catalyzed intermolecular hydroarylation.
Iodine-mediated one-pot synthesis of indoles and 3-dimethylaminoindoles via annulation of enaminones
Jerezano, Alberto V.,Labarrios, Ehecatl M.,Jimenez, Fabiola E.,Del Cruz, Maria Carmen,Pazos, Diana C.,Gutierrez, Rsuini U.,Delgado, Francisco,Tamariz, Joaquin
, p. 18 - 53 (2014/03/21)
The synthesis of 2-carbonylindoles was achieved via a iodine-mediated cyclization of the corresponding enaminone precursors, which were formed by reaction of the ?-arylaminomethylene carbonyl derivatives with N,N'-dimethylformamide dimethyl acetal (DMFDMA). An alternative and more efficient procedure consisted of a similar cyclization of the enaminones, but under solvent-free and grinding reaction conditions. In another iodine-promoted procedure, 2-carbonyl-3-dimethylaminoindoles were synthesized via a one-pot cascade reaction between the α-arylaminomethylene carbonyl derivative and DMFDMA.ARKAT-USA, Inc.
First general route to substituted α-arylamino-α′ chloropropan-2-ones by oxidation of N-protected aminohalohydrins: The importance of disrupting hydrogen bond networks
Pace, Vittorio,Cabrera, Alvaro Cortes,Fernandez, Maria,Sinisterra, Jose V.,Alcantara, Andres R.
experimental part, p. 3545 - 3555 (2010/12/19)
The presence of a network of intra- and intermolecular hydrogen bonds in β-arylamino alcohols, confirmed by both IR spectroscopy and computer modeling, inhibits their oxidation to the corresponding α-amino ketones. A straightforward protocol, including highly regioselective protection (as carbamates) and subsequent oxidation with Dess-Martin periodinane, affords near quantitative yields of the desired N-protected ketones, which upon mild treatment with iodotrimethylsilane leads to a series of differently functionalized α-arylamino-α′-chloro ketones. Georg Thieme Verlag Stuttgart.
Copper-catalyzed enantioselective propargylic amination of propargylic esters with amines: Copper-allenylidene complexes as key intermediates
Hattori, Gaku,Sakata, Ken,Matsuzawa, Hiroshi,Tanabe, Yoshiaki,Miyake, Yoshihiro,Nishibayashi, Yoshiaki
supporting information; experimental part, p. 10592 - 10608 (2010/09/10)
The scope and limitations of the copper-catalyzed propargylic amination of various propargylic esters with amines are presented, where optically active diphosphines such as Cl-MeO-BIPHEP and BINAP work as good chiral ligands. A variety of secondary amines are available as nucleophiles for this catalytic reaction to give the corresponding propargylic amines with a high enantioselectivity. The results of some stoichiometric and catalytic reactions indicate that the catalytic amination proceeds via copper-allenylidene complexes formed in situ, where the attack of amines to the electrophilic γ-carbon atom in the allenylidene complex is an important step for the stereoselection. Investigation of the relative rate constants for the reaction of several para-substituted propargylic acetates with N-methylanilines reveals that the formation of the copper-allenylidene complexes is involved in the rate-determining step. The result of the density functional theory calculation on a model reaction also supports the proposed reaction pathway involving copper-allenylidene complexes as key intermediates. The catalytic procedure presented here provides a versatile and direct method for the preparation of a variety of chiral propargylic amines.
Regioselective and versatile synthesis of indoles via intramolecular Friedel-Crafts heteroannulation of enaminones
Cruz, María Del Carmen,Jiménez, Fabiola,Delgado, Francisco,Tamariz, Joaquín
, p. 749 - 755 (2007/10/03)
A new approach is described for the synthesis of substituted indoles 5, through an intramolecular and regioselective Friedel-Crafts cyclization of enaminones 6a-h catalyzed by Lewis acids. Compounds 6 were prepared from the 2-anilinocarbonyl compounds 7, by treatment with DMFDMA under thermal or microwave (MW) irradiation conditions. An alternative and shorter one-pot two-step synthesis of indoles 5 was achieved starting from compounds 7 and promoted by MW radiation, including the elusive 2-acetylindoles 5i-m. Georg Thieme Verlag Stuttgart.
N-Substituted Lithium 2-Lithioallylamines: New Intermediates in Synthesis
Barluenga, Jose,Foubelo, Francisco,Fananas, Francisco J.,Yus, Miguel
, p. 553 - 557 (2007/10/02)
N-Phenyl or N-benzoyl 2-halogenoallylamines (5) or (10) react successively with phenyl-lithium and lithium naphthalenide at -78 deg C to give the intermediates (4) or (11), which on reaction with electrophiles (water, deuterium oxide, dimethyl disulphide, aldehydes, ketones, or allyl bromide) yield functionalized allyl amines (6) and (12).The corresponding N-alkyl derivatives (9) afford prop-2-ynylamines (8) under the same reaction conditions.
ETUDE EXPERIMENTALE ET THEORIQUE DE LA PHOTOLYSE DE DERIVES DU CYCLE PYRAZOLONE
Cardy, H.,Poquet, E.
, p. 2279 - 2286 (2007/10/02)
When irradiated in protic solvents such as water and primary alcohols, pyrazolinone derivatives undergo photocleavage between the two nitrogen atoms.Substituting the C-4 atom with an electronegative group stabilizes the open chain which is obtained but a thermal transposition takes place from the linear intermediate when C-4 carries a hydrogen atom or a methyl group.The STO/3G ab initio scheme was used to study the photocleavage and the influence of the C-4 substituent, giving evidence of a mechanism which involves triplet excited states of the ?, ?* type.
