31021-05-3

Upstream product

• 1056477-06-5 2-bromocyclohexanone 
• 104-88-1 4-chlorobenzaldehyde 
• 108-94-1 cyclohexanone 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 104-86-9 4-chlorobenzylamine 
• 13161-16-5 2-[hydroxy(4-chlorophenyl)methyl]cyclohexan-1-one 
• 13161-16-5 (2RS)-2-[(RS)-(4-chlorophenyl)(hydroxy)methyl]cyclohexanone 

Downstream Products

• 66661-12-9 2-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-cyclohexanone O-(3-dimethylamino-propyl)-oxime 
• 1024582-42-0 C₁₇H₁₄ClN₃OS 
• 1024582-37-3 5-(4-chlorophenyl)-2-thioxo-2,3,5,6,7,8,9,10-octahydro-1H-pyrimido[4,5-b]quinolin-4-one 
• 65331-18-2 4-(4-chlorophenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2-thione 
• 83236-51-5 4-(4-chlorophenyl)-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 1101197-95-8 (S)-2-(4-chlorobenzyl)cyclohexanone 
• 1070864-80-0 C₂₁H₁₉ClO 
• 31480-68-9 4-chloro-2'-hydroxydiphenylmethane 
• 41338-73-2 2-[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-cyclohexanone oxime 
• 130111-59-0 4-(4-Chloro-phenyl)-5,6,7,8-tetrahydro-quinazolin-2-ylamine 
• 1266550-47-3 (E)-N-(3-(2-(4-chlorobenzylidene)-1-hydroxycyclohexyl)prop-2-ynyl)-4-methyl-N-(3-methylbut-2-enyl)benzenesulfonamide 

Relevant academic research and scientific papers

Ruthenium-catalysed synthesis of chiral exocyclic allylic alcoholsviachemoselective transfer hydrogenation of 2-arylidene cycloalkanones

An exclusive asymmetric reduction of C=O bonds of 2-arylidene four-, five-, six-, and seven-membered cycloalkanones has been studied systematically. The asymmetric transfer hydrogenation was performed using a robust and commercially available chiral diamine-derived ruthenium complex as a catalyst and HCOOH/Et3N as a hydrogen source under mild conditions, giving 51 examples of chiral exocyclic allylic alcohols in up to 96% yield and 99% ee. This method was also applicable to the gram-scale synthesis of the active intermediates of the anti-inflammatory loxoprofen and natural product (?)-goniomitine.

Establishing the correlation between catalytic performance and N→Sb donor-acceptor interaction: Systematic assessment of azastibocine halide derivatives as water tolerant Lewis acids

A series of organoantimony(iii) halide complexes with a tetrahydrodibenzo[c,f][1,5]azastibocine framework were synthesized and employed as water tolerant Lewis acid catalysts. The results of a systematic structure-activity relationship study demonstrated that the strength of N→Sb donor-acceptor interaction could be synergistically modulated by tuning the properties of the nitrogen substituents and halogen atoms adjacent to the central antimony atom, and consequently resulted in distinct catalytic performances towards organic reactions such as Mannich, cross-condensation, cyclization-aromatization and epoxide aminolysis reaction. The fluorinated organoantimony(iii) derivatives were found to be more active than those of the chlorinated, brominated and iodinated analogues, owing to the use of an Sb-F moiety as a hydrogen bond acceptor. By comparison, the compound 6-cyclohexyl-12-fluoro-5,6,7,12-tetrahydrodibenzo[c,f][1,5] azastibocine (1d) is found to exhibit the highest catalytic activity, together with facile reusability in scale enlarged synthesis.

Green synthesis of dissymmetric bisarylidene derivatives of cyclohexanone analogues under ultrasonic conditions

Abstract: A new procedure is developed for the synthesis of dissymmetric bisarylidene derivatives of two cyclohexanone analogues. Under mild ultrasonic/organocatalytic conditions, the first aldehyde reacts with the ketone to give the monoarylidene intermediate which subsequently condenses with the second aldehyde upon addition of NaOH/MeOH to the reaction mixture. Both condensations proceed in one pot, and high yields of the corresponding products are obtained in relatively short time periods. It was shown that the method is useful for the synthesis of monoarylidene counterparts as well. Graphical abstract: [Figure not available: see fulltext.].

Method for synthesizing asymmetrical mono-carbonyl curcumin analogue intermediate

The invention discloses a method for synthesizing an asymmetrical mono-carbonyl curcumin analogue intermediate. The method comprises the following steps: using one of acetone, cyclopentanone, cyclohexanone, pyrone and 4-piperidone and benzaldehyde with a substituent group as reaction raw materials, using anhydrous dimethyl sulfoxide as a solvent, firstly reacting for 48 h under the catalysis of L-proline, then using concentrated hydrochloric acid to provide an acidic condition for dehydration, and carrying out room temperature reaction synthesis to obtain the asymmetrical mono-carbonyl curcumin analogue intermediate. All kinds of raw materials used in the method are generally commercialized, and can be directly purchased and obtained. Compared with the prior art, a great number of solid wastes cannot be generated without using any precious metal catalyst or halogenated solvent. Therefore, the method has the advantages of simple steps, easy operation, little pollution, high yield, easyobtaining for raw materials and the like, and has potential and wide application prospects, so that reference can be provided for the synthesis of the asymmetrical mono-carbonyl curcumin analogue intermediate.

Synthesis and cytotoxicity evaluation of novel asymmetrical mono-carbonyl analogs of curcumin (AMACs) against vero, HeLa, and MCF7 cell lines

A series of novel asymmetrical mono-carbonyl analogs of curcumin (AMACs) were synthesized and evaluated for cytotoxic activity using BSLT and MTT assay against Vero, HeLa, and MCF7 cell lines. The structures of the synthesized compounds were confirmed by FTIR,1H-NMR,13C-NMR, and mass spectral data. The results of the cytotoxicity evaluation showed that the synthesized compounds exhibited moderate to very high toxic activity in BSLT (LC50 value 29.80–1704.23 μM); most of the compound exhibited cytotoxic activity against HeLa cell lines, which is comparable to the activity of cisplatin (IC50 value 40.65–95.55 μM), and most of the compound tested against MCF7 cell lines exhibited moderate to very high cytotoxic activity (IC50 value 7.86–35.88 μM). However, the selectivity index (SI) of the compounds was low (1–1.96). Among the synthesized compounds, compound 1b was the most cytotoxic and selective against MCF7 cell lines. It could be considered for further development to obtain the more active and selective chemotherapeutic agents against breast cancer.

Acid/Base-Co-catalyzed Direct Oxidative α-Amination of Cyclic Ketones: Using Molecular Oxygen as the Oxidant

A novel acid/base-co-catalyzed direct intermolecular α-amination of various cyclic ketones has been developed for the first time. The reaction employs molecular oxygen as the sole oxidant under metal-free conditions. The reaction tolerates a wide range of various anilines, especially primary diamine derivatives, and provides a simple and efficient method for the constructions of α-amino enones and benzodiazepine derivatives in a single step. (Figure presented.).

Fe3O4 nanoparticles as an efficient and magnetically recoverable catalyst for the synthesis of α β-unsaturated heterocyclic and cyclic ketones under solvent-free conditions

An efficient and green procedure has been developed for the synthesis of monoarylidenes of cyclic and heterocyclic ketones. The reaction was carried out under solvent-free conditions in the presence of a catalytic amount of nanosized magnetite (Fe3O4). The catalyst was easily removed by using an external magnet. The structures of the products were deduced from their 1H NMR, 13C NMR, and infrared spectroscopy and mass spectrometry. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

An environmentally friendly Mukaiyama aldol reaction catalyzed by a strong Bronsted acid in solvent-free conditions

o-Benzenedisulfonimide, a new strong bench-stable Bronsted acid, has been shown to efficiently catalyze the Mukaiyama aldol reaction of aldehydes or dimethyl acetals with silyl enol ethers under mild solvent-free reaction conditions.

Facile separation catalyst system: Direct diastereoselective synthesis of (E)-α,β-unsaturated ketones catalyzed by an air-stable Lewis acidic/basic bifunctional organobismuth complex in ionic liquids

The catalyst system that comprises an air-stable bifunctional Lewis acidic/basic organobismuth complex and [Bmim]BF4 is highly efficient in the cross-condensation of aldehydes with ketones. Through switching the reaction from homogeneous to heterogeneous, the system shows facile separation ability and facile reusability.

Highly efficient and selective synthesis of (E)-α,β-unsaturated ketones by crossed condensation of ketones and aldehydes catalyzed by an air-stable cationic organobismuth perfluorooctanesulfonate

An air-stable cationic organobismuth perfluorooctanesulfonate possessing both acidic and basic characters was synthesized, and showed high catalytic activity, diastereoselectivity, stability, and reusability in the one-pot synthesis of (E)-α,β-unsaturated ketones through highly selective crossed condensation of ketones and aldehydes in water.