58003-30-8

Upstream product

• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 1122-91-4 4-bromo-benzaldehyde 
• 120-92-3 cyclopentanone 

Downstream Products

• 1427056-53-8 3-(4-bromobenzylidene)-9-(4-bromophenyl)-6,6-dimethyl-2,3,6,7-tetrahydrocyclopenta[b]chromen-8(1H,5H,9H)-one 
• 1217079-06-5 ethyl (E)-7-(4-bromobenzylidene)-4-(4-bromophenyl)-6-oxospiro[4.4]non-1-ene-1-carboxylate 
• 1566611-33-3 1,2-bis(4-(4-bromophenyl)-1H-pyrrol-3-yl)ethane 
• 1392494-94-8 7'-(4-bromobenzylidene)-4'-(4-bromophenyl)-4',5',6',7'-tetrahydro-2'H-spiro[cyclohexane-1,3'-cyclopenta[b]pyran]-2'-one 
• 1392494-89-1 7'-(4-bromobenzylidene)-4'-(4-bromophenyl)-4',5',6',7'-tetrahydro-2'H-spiro[cyclopentane-1,3'-cyclopenta[b]pyran]-2'-one 
• 1392494-85-7 7'-(4-bromobenzylidene)-4'-(4-bromophenyl)-4',5',6',7'-tetrahydro-2'H-spiro[cyclobutane-1,3'-cyclopenta[b]pyran]-2'-one 

Relevant academic research and scientific papers

Sulfonated PEG-intercalated montmorillonite [(Mt/PEG)-SO3H] as efficient and ecofriendly nanocatalyst for synthesis of α,α′-bis(substituted benzylidene)cycloalkanones

(Montmorillonite/PEG)-SO3H nanocomposite was successfully prepared for the first time and introduced as a solid acid nanocatalyst. Initially, polyethylene glycol (PEG) polymeric chains were intercalated into interlayer spaces of montmorillonite. The resulting Mt/PEG nanocomposite with good mechanical and thermal stability was chosen as a useful clay mineral/polymer support for further modification with chlorosulfonic acid. Structural characterization of (Mt/PEG)-SO3H was carried out using X-ray diffraction (XRD) analysis, Brunauer–Emmett–Teller (BET) measurements, Barrett–Joyner–Halenda (BJH) analysis, scanning electron microscopy (SEM), thermogravimetric analysis (TGA), and Fourier-transform infrared (FT-IR) spectroscopy. The results showed that PEG chains were intercalated into the clay mineral layers and that the Mt/PEG nanocomposite was successfully sulfonated. (Mt/PEG)-SO3H nanocomposite exhibited high specific surface area and good stability up to around 150?°C, showing excellent potential for application as a recyclable nanocatalyst. (Mt/PEG)-SO3H was used as an efficient and ecofriendly solid acid nanocatalyst for preparation of α,α′-bis(substituted benzylidene)cycloalkanones under solvent-free conditions, leading to many interesting findings. The excellent conversion values confirm that the catalyst has strong and sufficient acidic sites, which are responsible for its catalytic performance. The reaction under mild conditions (room temperature) with excellent yield, catalyst recyclability (up to ten times), and simple work-up procedure represent useful advantages of (Mt/PEG)-SO3H for catalysis. Moreover, the reaction could be scaled up to 10 and 15?mmol scales.

Ash of pomegranate peels (APP): A bio-waste heterogeneous catalyst for sustainable synthesis of α,α′-bis(substituted benzylidine)cycloalkanones and 2-arylidene-1-tetralones

Abstract: α,α′-bis(substituted benzylidene)cycloalkanones were efficiently prepared from variously substituted aldehydes and cycloalkanones in water by using ash of pomegranate peels (APP) as a catalyst. The APP-catalyst was obtained from bio-waste by simple thermal treatment to dry peels of pomegranate fruit and formation of its active phase was confirmed by FT-IR, XRD, XRF, EDX, SEM, DSC-TGA and BET techniques. The analysis revealed that the present catalyst has basic sites which promote the synthesis of desired products. The main attractions of our protocol are utilization of highly abundant bio-waste-derived catalyst and good-to-excellent yield in shortest reaction time. This green protocol was further extended for structurally diverse 2-arylidene-1-tetralones by condensation of equimolar quantity of aromatic aldehydes and 1-tetralone at low temperature. The catalyst could be quantitatively recovered and reused effectively for five times. Graphic abstract: [Figure not available: see fulltext.].

Synthesis, characterization, and crystal structures of α, α'-bis(substituted-benzylidene)cycloalkanone derivatives by nano-TiO2/HOAc

A new and economical synthesis of α, α'-bis(substituted-benzylidene)cycloalkanones has been achieved by the reaction of cycloalkanones with different aromatic aldehydes using nano-TiO2/acetic acid as a catalyst in ethanol under reflux conditions with excellent yields. Five new products and three new single crystal structures are reported.

Nano titania-supported sulfonic acid catalyzed synthesis of α,α'-bis(substituted-benzylidene)cycloalkanones and of their xanthene derivatives under solvent-free conditions

An efficient, rapid and green synthesis of α,α'-bis(substituted-benzylidene)cycloalkanones and their xanthene derivatives is reported under solvent-free conditions using nano titania-supported sulfonic acid (n-TSA) as a reusable catalyst. This method offers many advantages, such as environmental friendliness reaction conditions, simplicity, short reaction times, easy work-up, reusability of catalyst, and high yields of products. Eight new compounds are reported too.

Sulfuric acid-modified PEG-6000 (PEG-SO3H): An efficient, bio-degradable and reusable catalyst for synthesis of α, α′ bis(arylidene) cycloalkanones under solvent-free conditions

A green and efficient method for synthesis of α, α′ -bis (arylidene) cycloalkanones, starting from aromatic aldehydes in reaction with ketones using sulfonated polyethylene glycol 6000 (PEG-SO3H) as a stable, reusable and biodegradable catalyst under solvent-free conditions at 80 °C is described. The use of a nontoxic, inexpensive, easily available and recyclable catalyst makes this protocol practical, environmentally friendly and economically attractive.

CURCUMIN ANALOGS AND METHODS OF USE THEREOF

Curcumin analogs and methods of use thereof are provided.

Synthesis and evaluation of curcumin-related compounds for anticancer activity

Sixty-one curcumin-related compounds were synthesized and evaluated for their anticancer activity toward cultured prostate cancer PC-3 cells, pancreas cancer Panc-1 cells and colon cancer HT-29 cells. Inhibitory effects of these compounds on the growth of PC-3, Panc-1 and HT-29 cells were determined by the MTT assay. Compounds E10, F10, FN1 and FN2 exhibited exceptionally potent inhibitory effects on the growth of cultured PC-3, Panc-1 and HT-29 cells. The IC50 for these compounds was lower than 1 μM in all three cell lines. E10 was 72-, 46- and 117-fold more active than curcumin for inhibiting the growth of PC-3, Panc-1 and HT-29 cells, respectively. F10 was 69-, 34- and 72-fold more active than curcumin for inhibiting the growth of PC-3, Panc-1 and HT-29 cells, respectively. FN1 and FN2 had about the same inhibitory effect as E10 and F10 toward Panc-1 cells but were less active than E10 and F10 toward PC-3 and HT-29 cells. The active compounds were potent stimulators of apoptosis. The present study indicates that E10, F10, FN1 and FN2 may have useful anticancer activity.

Synthesis and fluorescence properties of α,α'-bis(substituted- benzylidene)cycloalkanones catalyzed by 1-methyl-3(2-(sulfooxy)ethyl)-1h- imidazol-3-ium chloride

-Bis(substituted-benzylidene)cycloalkanones were synthesized via a solvent-free cross-aldol condensation of aromatic aldehydes with cycloalkanones in the presence of a catalytic amount 1-methyl-3(2-(sulfooxy)ethyl)-1H-imidazol- 3-ium chloride at room temperature with excellent yields. The screening for optical properties indicated that the size of cycloalkanone has an influence on the fluorescence emission of products. Products coming from cyclohexanone have stronger fluorescence emission than those from cyclopentanone. Copyrigh

Solvent-free crossed aldol condensation of cyclic ketones with aromatic aldehydes assisted by microwave irradiation

A fast alumina-promoted crossed aldol-condensation reaction of aldehydes and cyclic ketones under microwave irradiation is described. This process is simple, efficient, and environmentally benign and proceeds in fairly high yield without any self-condensation. Springer-Verlag 2005.

InCl3·4H2O/TMSCl-catalysed aldol reaction of aromatic aldehydes with cycloalkanones in ionic liquid medium

An efficient and practical preparation of α,α′- bis(substituted benzylidene) cycloalkanone derivatives from cycloalkanones and aromatic aldehydes promoted by InCl3-4H2O/TMSCl in ionic liquid ([bmim][BF4]) is described.