25125-29-5

Upstream product

• 140-29-4 phenylacetonitrile 
• 589-18-4 4-Methylbenzyl alcohol 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 7511-88-8 2-phenyl-3-(p-tolyl)succinonitrile 
• 32970-77-7 2-phenyl-3-(p-tolyl)propanenitrile 
• 6443-77-2 1-methyl-4-(2-phenylpropyl)benzene 
• 82234-89-7 3-cyano-4-(4-tolyl)-2,3,5-triphenylpyrrolidine 
• 5468-18-8 2-phenyl-3-p-tolyl-succinic acid diamide 
• 95280-72-1 2-phenyl-3-p-tolyl-succinic acid 
• 1882-56-0 2-(4-methylphenyl)-2-phenylacetic acid 

Relevant academic research and scientific papers

X-ray structure determination of cyclobutane photodimers from (Z)-α,β-diarylacrylonitriles

Irradiation of (Z)-α,β-diarylacrylonitriles (1) ArCH=C(CN)Ar' (a: Ar = 2-thienyl, Ar' = Ph; b: Ar = p-MeC6H4, Ar' = Ph) in the solid state gives cyclobutane dimers (2) in doog yield.The mass spectra of the dimers, where no fragments derived from dimers wi

Switchable Cobalt-Catalyzed α-Olefination and α-Alkylation of Nitriles with Primary Alcohols

The first switchable α-olefination and α-alkylation of nitriles with primary alcohols catalyzed by a well-defined base transition-metal Co complex was presented. A broad variety of nitriles and primary alcohols are selectively and efficiently converted to the corresponding products by this method. It is noteworthy that the transformation is environmentally benign and atom efficient with H2and H2O being the sole byproducts.

Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions

Herein, we report a combination of pyrenedione (PD) and KOtBu to achieve facile alcohol dehydrogenation under visible-light excitation, where aerobic oxygen is utilized as the terminal oxidant. The resulting carbonyl compound can be easily converted to vinyl nitriles in a single-pot reaction, at 60 °C in 6-8 h. This environmentally benign, organocatalytic approach has distinct advantages over transition-metal-catalyzed α-olefination of nitriles, which often operate at a significantly higher temperature for an extended reaction time.

Atmosphere-Controlled Chemoselectivity: Rhodium-Catalyzed Alkylation and Olefination of Alkylnitriles with Alcohols

The chemoselective alkylation and olefination of alkylnitriles with alcohols have been developed by simply controlling the reaction atmosphere. A binuclear rhodium complex catalyzes the alkylation reaction under argon through a hydrogen-borrowing pathway and the olefination reaction under oxygen through aerobic dehydrogenation. Broad substrate scope is demonstrated, permitting the synthesis of some important organic building blocks. Mechanistic studies suggest that the alkylation product may be formed through conjugate reduction of an alkene intermediate by a rhodium hydride, whereas the formation of olefin product may be due to the oxidation of the rhodium hydride complex with molecular oxygen.

Synthesis and evaluation of (Z)-2,3-diphenylacrylonitrile analogs as anti-cancer and anti-microbial agents

In the present study, a series of (Z)-2,3-diphenylacrylonitrile analogs were synthesized and then evaluated in terms of their cytotoxic activities against four human cancer cell lines, e.g. lung cancer (A549), ovarian cancer (SK-OV-3), skin cancer (SK-MEL-2), and colon cancer (HCT15), as well as anti-microbial activities against three microbes, e.g. Staphylococcus aureus, Salmonella typhi, and Aspergillus niger. The title compounds were synthesized by Knoevenagel condensation reaction of benzyl cyanide or p-nitrobenzyl cyanide with substituted benzaldehydes in good yields. Most of the compounds exhibited significant suppressive activities against the growth of all cancer cell lines. Compound 3c was most active in inhibiting the growth of A549, SK-OV-3, SK-MEL-2, and HCT15 cells lines with IC50 values of 0.57, 0.14, 0.65, and 0.34 mg/mL, respectively, followed by compounds 3f, 3i, and 3h. Compound 3c exhibited 2.4 times greater cytotoxic activity against HCT15 cells, whereas it showed similar potency against SK-OV-3 cells to that of the standard anti-cancer agent doxorubicin. Structure-activity relationship study revealed that electron-donating groups at the para-position of phenyl ring B were more favorable for improved cytotoxic activity, whereas the presence of electron-withdrawing groups was unfavorable compare to unsubstituted acrylonitrile. An optimal electron density on phenyl ring A of (Z)-2,3-diphenylacrylonitrile analogs was crucial for their cytotoxic activities against human cancer cell lines used in the present study. Qualitative structure-cytotoxic activity relationships were studied using physicochemical parameters; a good correlation between calculated polar surface area (PSA), a lipophobic parameter, and cytotoxic activity was found. Moreover, all compounds showed significant anti-bacterial activities against S. typhi, whereas compound 3k showed potent inhibition against both S. aureus and S. typhi bacterial strains.

Long chain dicationic phase transfer catalysts in the condensation reactions of aromatic aldehydes in water under ultrasonic effect

Long chain dicationic ammonium salts were used successfully as phase transfer catalyst in the condensation reactions of aromatic aldehydes in water under ultrasonic irradiation for the first time. The quaternary salt having longer distance between the cation centers was more effective than the mono- and dicationic ones having short chain.

Imidazopyridines

Novel imidazopyridine derivatives of formula I: STR1 wherein R is STR2 and R1, R2, R3, R4, X and Y are as defined herein, and their salts, exhibit antagonistic properties toward angiotensin II and can be used for the treatment of hypertension, aldosteronism, cardiac insufficiency and increased intraocular pressure, and of disorders of the central nervous system.

Imidazopyridines

Novel imidazopyridine derivatives of the formula I STR1 in which R is STR2 and R 1 to R 4, X and Y are as defined herein, and their salts have antagonistic properties towards angiotensin(II) and can be used for the treatment of hypertension, aldosteronism

Side-chain Nucleophilic Reactivity of Five-membered Heterocyclic Rings: Base-catalysed Reactions of Aldehydes with Phenylacetonitrile

The rates of the sodium methoxide-catalysed condensations of heteroaromatic aldehydes (Ar=C6H5, C6H4CH3-p, C6H4OCH3-p, C6H4Cl-p, 2-thienyl, 2-furyl, pyrrol-2-yl, N-methylpyrrol-2-yl, 1-naphthyl, 3-pyridyl, 4-pyridyl) with phenylacetonitrile are measured i