2702-90-1Relevant academic research and scientific papers
NMDA receptor antagonist and use thereof
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Paragraph 0225-0230, (2021/08/11)
The present invention relates to an NMDA receptor antagonist and use thereof. The NMDA receptor antagonist is a compound as shown in the formula I, and pharmaceutically acceptable salts, enantiomers, diastereoisomers, tautomers, solvates, isotope substitutes, polymorphic substances, prodrugs or metabolites thereof, and in the formula, ring A, ring B and R2 are as described in the specification. The invention also provides pharmaceutical compositions containing the compounds, and applications of the compounds in preparation of drugs for treating or preventing NMDA receptor mediated diseases.
Selective C-C Bond Cleavage of Cycloalkanones by NaNO2/HCl
He, Tianyu,Chen, Dengfeng,Qian, Shencheng,Zheng, Yu,Huang, Shenlin
supporting information, p. 6525 - 6529 (2021/09/02)
A novel selective fragmentation of cycloalkanones by NaNO2/HCl has been established. The C-C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.
Aromatic compound, preparation method and use of aromatic compound
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Paragraph 0149-0150; 0154-0156; 0246-0247; 0251-0253, (2019/10/29)
The invention relates to an aromatic compound, a preparation method and use of the aromatic compound, andspecifically discloses a compound represented by the following formula (I), or a tautomer or anenantiomer or a diastereomer or a racemate of the compound or a mixture of the compound or a pharmaceutically acceptable salt of the compound. The invention further discloses a preparation method ofthe compound and application of the compound in treating nervous systemdiseases.
Synthesis of α-Arylated Cycloalkanones from Congested Trisubstituted Spiro-epoxides: Application of the House-Meinwald Rearrangement for Ring Expansion
Jeedimalla, Nagalakshmi,Jacquet, Camille,Bahneva, Diana,Youte Tendoung, Jean-Jacques,Roche, Stéphane P.
, p. 12357 - 12373 (2018/09/06)
A three-step sequence for the synthesis of α-arylated cyclohexanones and the most challenging cycloheptanones is reported. First, an efficient one-pot synthesis of β,β'-disubstituted benzylidene cycloalkanes (styrenes) using the palladium-catalyzed Barluenga reaction from readily available feedstock chemicals is described. Furthermore, an epoxidation followed by the House-Meinwald rearrangement (HMR) of spiro-epoxides is reported to produce a number of α-arylated cycloalkanones upon ring expansion. Reactions catalyzed by bismuth triflate underwent quasi-exclusively ring expansion for all substrates (electronically poor and rich), with yields ranging from 15% to 95%, thus demonstrating the difficulty of achieving ring enlargement for electron-deficient spiro-epoxides. On the other hand, by means of catalysis with aluminum trichloride, the rearrangement of spiro-epoxides proceeded typically in high yields and with remarkable regioselectivity on a broader substrate scope. In this case, a switch of regioselectivity was achieved for spiro-epoxides with electron-withdrawing substituents which enable the method to be successfully extended to some chemospecific arene shifts and the synthesis of aldehydes bearing a α-quaternary carbon. While the HMR has been extensively studied for smaller ring enlargement, we are pleased to report herein that larger cyclohexanones and cycloheptanones can be obtained efficiently from more sterically demanding trisubstituted spiro-epoxides bearing electron-releasing and electron-neutral arene substituents.
Development of a new Lewis base-tolerant chiral LBA and its application to catalytic asymmetric protonation reaction
Cheon, Cheol Hong,Imahori, Tatsushi,Yamamoto, Hisashi
supporting information; experimental part, p. 6980 - 6982 (2010/11/02)
A new Lewis base-tolerant LBA (Lewis Acid Assisted Bronsted Acid) derived from La(OTf)3 and (S)-HOP has been developed as a new chiral Bronsted acid. This acid has been successfully applied as a catalyst to asymmetric protonation reactions of silyl enol ethers of 2-substituted cyclic ketones.
A bronsted acid catalyst for the enantioselective protonation reaction
Cheol, Hong Cheon,Yamamoto, Hisashi
supporting information; body text, p. 9246 - 9247 (2009/02/02)
A highly reactive and robust chiral Bronsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Bronsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Bronsted acid catalyst. The catalyst loading could be reduced to 0.05 mol % without any deleterious effect on the enantioselectivity. Copyright
Palladium-catalyzed regiocontrolled α-arylation of trimethylsilyl enol ethers with aryl halides
Iwama, Tetsuo,Rawal, Viresh H.
, p. 5725 - 5728 (2007/10/03)
(Diagram presented) Inter- and intramolecular arylations of trimethylsilyl enol ethers with aryl halides are accomplished regiospecifically in the presence of a palladium catalyst and tributyltin fluoride in refluxing benzene or toluene. The optimal catalyst system called for the use of Pd 2(dba)3 and tri-tert-butylphosphine in ca. 1:2 ratio. Aryl iodides, bromides, and chlorides are all effective arylation partners in this reaction.
Asymmetric Reductive Amination of Cycloalkanones, VII: Asymmetric Synthesis of cis-1R,2R- and cis-1S,2S,-2-Arylcyclohexanamines
Nachtsheim, Corina M.,Frahm, August W.
, p. 187 - 197 (2007/10/02)
The asymmetric synthesis of cis-2-arylcyclohexanamines 4 by a three-step procedure is reported: condensation of racemic 2-arylcyclohexanones 1 with the chiral auxiliary R-(+)- or S-(-)-1-phenylethylamine, respectively, leads to a mixture of the imin isomers 2.Upon hydrogenation with Raney-Nickel just one secondary amin of type 3 is obtained, which is hydrogenolyzed to the optically active primary cis-2-arylcyclohexanamines 4.The relative configuration as well as the conformation were derived from 1H-NMR data.The absolute configuration of the highly enantiomericallypure compounds 4 was determined by CD spectra.
