54582-20-6Relevant academic research and scientific papers
DNA intercalators based on (1,10-phenanthrolin-2-yl)isoxazolidin-5-yl core with better growth inhibition and selectivity than cisplatin upon head and neck squamous cells carcinoma
Varrica, Maria G.,Zagni, Chiara,Mineo, Placido G.,Floresta, Giuseppe,Monciino, Giulia,Pistarà, Venerando,Abbadessa, Antonio,Nicosia, Angelo,Castilho, Rogerio M.,Amata, Emanuele,Rescifina, Antonio
, p. 583 - 590 (2018)
((3RS,5SR)- and ((3RS,5RS)-2-(2-methoxybenzyl)-3-(1,10-phenanthrolin-2-yl)isoxazolidin-5-yl)methanol have been synthesized, according to 1,3-dipolar cycloaddition methodology, as DNA intercalating agents and evaluated for their anticancer activity against
Acetic Anhydride-Acetic Acid as a New Dehydrating Agent of Aldoximes for the Preparation of Nitriles: Preparation of 2-Cyanoglycals
Kinfe, Henok H.,Mabasa, Jackie,Mabasa, Tommy F.,Makhubela, Banothile C. E.,Simelane, Mthokozisi,Vatsha, Banele
supporting information, p. 991 - 996 (2020/06/10)
Glycals, 1,2-unsatrated carbohydrates, are versatile building blocks for the synthesis of various scaffolds. Despite their potential to serve as suitable precursors in diversity-oriented synthesis, 2-cyanoglycals are less explored in terms of their synthesis and derivatization. Herein, we report a combination of Ac 2 O and AcOH as new and efficient dehydrating agent of aldoximes for the synthesis of 2-cyanoglycals. In comparison to the conventional dehydrating system of Ac 2 O-base (such as NaOH, NaOAc and K 2 CO 3), the current protocol provides superior yields and faster reaction rates. The scope and limitations of the dehydrating system are investigated.
SMARCA INHIBITORS AND USES THEREOF
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Paragraph 00177-00178, (2020/12/30)
The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same for the modulation of one or more SWI/SNF-related matrix associated actin dependent regulator of chromatin subfamily A (SMARCA) and/or polybromo-1 (PB-1) protein via ubiqitination and/or degradation by compounds. The compounds are useful in treatment of cancer.
Novel chemoenzymatic oxidation of amines into oximes based on hydrolase-catalysed peracid formation
Méndez-Sánchez, Daniel,Lavandera, Iván,Gotor, Vicente,Gotor-Fernández, Vicente
, p. 3196 - 3201 (2017/04/21)
The efficient transformation of benzylamines into the corresponding oximes has been described by means of a chemoenzymatic process. This strategy is based on a two-step sequence developed in one-pot at 30 °C and atmospheric pressure. First, the formation of a reactive peracid intermediate occurs by means of a lipase-catalysed perhydrolysis reaction, and then this peracid acts as a chemical oxidising agent of the amines. A total of nine ketoximes were isolated in high purity after a simple extraction protocol (90-98% isolated yield), while for the eleven synthesised aldoximes a further column chromatography purification was required (71-82% isolated yield). In all cases excellent selectivities were attained, offering a practical method for amine oxidation in short reaction times (1 hour). The environmental impact of the process was analysed and compared with a recently published alternative chemical synthesis, finding for this metric a good E-factor value.
METHOD FOR PRODUCING ALDOXIME COMPOUND
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Paragraph 0027; 0035; 0037; 0039-0040, (2018/10/16)
PROBLEM TO BE SOLVED: To provide a method for producing an aldoxime compound using no expensive catalysts and reagents and also requiring no severe reaction conditions. SOLUTION: There is provided a method for producing an aldoxime compound containing a process where an aldehyde compound and an oxime compound are brought into trans oximation reaction in the presence of perchloric acid and/or the metallic salt of perchloric acid in an organic solvent and water. The metallic salt of perchloric acid is preferably ferric perchlorate, cobalt perchlorate, nickel perchlorate, zinc perchlorate, aluminum perchlorate or calcium perchlorate. Also, the organic solvent is preferably methylene chloride and/or ethylene dichloride. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
M-CPBA mediated metal free, rapid oxidation of aliphatic amines to oximes
Patil, Vilas V.,Gayakwad, Eknath M.,Shankarling, Ganapati S.
, p. 781 - 786 (2016/02/18)
An efficient, rapid oxidation of various aliphatic amines to oximes using m-CPBA as an oxidant in ethyl acetate is described. High conversion (100%) with >90% oxime selectivity is achieved at room temperature under catalyst-free conditions. Mild reaction conditions along with an easy work up procedure offer lower byproduct formation and high selectivity for oximes in good yield and purity.
One-pot two-step sequential transformation: Highly efficient construction of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers
Liu, Cuibo,Yin, Xuguang,Chang, Jing,Tang, Xiangyang,Zhang, Bin
, p. 101 - 108 (2014/08/18)
A practical variety of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers bearing broad functional groups were synthesized in moderate to good yields. The key highlight of this disclosure involving a one-pot two-step tandem procedure in aqueous media: the in situ formation of aryl aldehydes or ketones oximes followed by the SNAr reaction with pentafluorobenzonitrile via the high selective CF bond cleavage.
Modification of titanium isopropoxide with aromatic aldoximes
Baumann, Stefan O.,Bendova, Maria,Puchberger, Michael,Schubert, Ulrich
experimental part, p. 573 - 580 (2011/05/13)
Dimeric [Ti(OiPr)2(benzaldoximate)2]2 was obtained upon reaction of titanium isopropoxide with two molar equivalents of benzaldehyde (E)- or (Z)-oxime or m-anisaldoxime. Two isomers were formed differing by the mutual orientation of the oximate ligands. Reaction with perillaldoxime or trans-cinnamaldoxime resulted in the corresponding derivatives with functional ligands. The degree of substitution was higher when o- or p-anisaldoxime were employed in the same molar ratio, and dimeric Ti 2(OiPr)3(o-anisaldoximate)5 with a bridging oximate ligand and monomeric Ti(oximate)4 (oximate = o-anisaldoximate or p-anisaldoximate) were obtained. Dissolution of the p-anisaldoximate derivative upon heating in [D6]DMSO led to deoximation reactions.
Novel oxidative nitrogen to carbon rearrangement found in the conversion of anilines to benzaldoximes by treating with HCHO/H2O2
Kapuriya, Naval,Kapuriya, Kalpana,Dodia, Narsinh M.,Lin, Yi-Wen,Kakadiya, Rajesh,Wu, Chao-Ting,Chen, Ching-Huang,Naliapara, Yogesh,Su, Tsann-Long
, p. 2886 - 2890 (2008/09/21)
Novel rearrangement was found by reacting anilines with HCHO/H2O2 resulting in the synthesis of various benzaldoximes. The mechanism of the rearrangement is proposed and suggested that the rearrangement might proceed via unstable N-phenyloxazirane intermediate followed by the transfer of aryl moiety from nitrogen to carbon atom leading to the formation of benzaldoxime.
Reactivity of nitronate salts. Application to oxyme synthesis by reaction of nitronates on aromatics in acidic medium
Berrier, C.,Brahmi, R.,Carreyre, H.,Coustard, J. M.,Jacquesy, J. C.,Violeau, B.
, p. 730 - 737 (2007/10/02)
Nitronates salts from nitromethane and nitroethane react in acids with aromatics to yield oximes.With benzene, the reaction gives oximes (mostly the Z isomer) of benzaldehyde and acetophenone, the best yields being observed when using anhydrous hydrogen fluoride.Reaction with activated aromatics (toluene, phenol, anisole) affords the corresponding oximes, the regioselectivity being in agreement with an electrophilic aromatic substitution.The postulated mechanism implies hydroxynitrilium ions as intermediates, on which kinetically controlled addition of aromatics, gives Z-oximes.Key words: nitronates / oximes / hydroxynitrilium ions / hydrogen fluoride
