Reactions of α,β-unsaturated ketones with arylacetonitriles

1987 ◽  
Vol 52 (4) ◽  
pp. 1021-1025 ◽  
Author(s):  
Mohammad M. Al-Arab ◽  
Ali M. Issa

1,3-Diaryl-2-propene-1-ones I react with arylacetonitriles II in the presence of sodium ethoxide at room temperature to give a single diastereomer of the corresponding 2,3-diaryl-4-aroylbutyronitriles III. The structures of the reaction products were established by infrared, nuclear magnetic resonance, and mass spectral data as well as elemental analysis. The diastereomeric purity was determined by NMR measurements using lanthanide shift reagents. The observed resonances did not show any resolved diastereomeric proton signals.

2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1985096
Author(s):  
Nguyen Thi Viet Thanh ◽  
Tran Thi Minh ◽  
Dinh Thi Thu Hien ◽  
Ho Duc Cuong ◽  
Yohan Seo ◽  
...  

Two new flavonol glycosides, rhamnocitrin 3- O-α-L-rhamnopyranosyl-(1→6)-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside (1) and quercetin 3- O-6- Z- p-coumaroyl-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside (2), along with 3 flavonol glycosides, isoquercitrin (3), rutin (4), and quercetin 3- O-α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside (5), and two known sesquiterpenes, alismol (6) and spathulenol (7), were isolated from the leaves of Phoebe poilanei Kosterm. Their chemical structures were elucidated by analyses of their high-resolution electrospray ionization mass spectral data and nuclear magnetic resonance spectral data and comparison with those reported in the literature. Two sesquiterpenes 6 and 7 were found to exhibit moderate cytotoxic activity with IC50 values ranging from 21.6 to 29.8 µM.


1979 ◽  
Vol 44 (2) ◽  
pp. 420-423 ◽  
Author(s):  
Josef Prousek ◽  
Adolf Jurášek ◽  
Miloslava Dandárová ◽  
Jaroslav Kováč

5-Nitrofurfuryl trichloromethyl sulphone (I) was reacted with paraformaldehyde in methanol in the presence of piperidine as catalyst to give 1-(5-nitro-2-furyl)-1-trichloromethylsulphonyl-2-(5-nitro-2-furyl)cyclopropane. This substance was also obtained from 1-(5-nitro-2-furyl)-1-trichloromethylsulphonyl-2-(5-nitro-2-furyl)ethylene and diazomethane. The reaction products were characterized by IR, UV, 1H NMR and mass spectral data.


Molbank ◽  
10.3390/m1031 ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. M1031
Author(s):  
Stanimir Manolov ◽  
Iliyan Ivanov ◽  
Yulian Voynikov

The compound in the title was prepared by reaction between tryptamine and ibuprofen using N,N′-dicyclohexylcarbodiimide as a “dehydrating” reagent. The structure of the newly synthesized compound was determined by nuclear magnetic resonance (NMR) (1H-NMR and 13C-NMR), UV, IR, and mass spectral data.


1975 ◽  
Vol 53 (6) ◽  
pp. 939-944 ◽  
Author(s):  
Elmer C. Alyea ◽  
Abdul Malek

The synthesis and characterisation of several dibasic tridentate Schiff base ligands (H2SB) are described. Structural formulas for the isolated ligands are suggested on the basis of infrared, nuclear magnetic resonance, and mass spectral data.


Author(s):  
Nileshkumar D. Vala ◽  
Hardik H. Jardosh ◽  
Manish P. Patel

A series of 8 derivatives of chromene 5a-h synthesized via one-pot cyclocondensation reaction of N-allyl quinolones, α/β naphthol and malononitrile. And 8 derivatives of pyrimidines 8a-h bearing N-allyl quinolone have been synthesized by N-allyl quinolones, ethylacetoacetate, thiourea/urea in the presence of zinc triflate as less toxic catalyst. This methodology allowed the high conversion of product at room temperature. Titled derivatives were elucidated by FT-IR, 1H NMR, 13C NMR, elemental analysis, and mass spectral data.


2015 ◽  
Vol 77 (2) ◽  
Author(s):  
Aisyah Salihah Kamarozaman ◽  
Jalifah Latip ◽  
Christian Paetz ◽  
Yana M. Syah

Phytochemical studies on the woods of Vatica pauciflora and Vatica lowii have been conducted. The woods of V. pauciflora were extracted with methanol by using Soxhlet apparatus while the woods of V. lowii were extracted with acetone at room temperature. The methanolic extract of V. pauciflora was semi-purified by using vacuum liquid chromatography (VLC) and further purified by high performance liquid chromatography (HPLC) to obtain a pure compound (1). The same technique of semi-purification has been employed on V. lowii acetone extract which was further purified by radial chromatography to give a pure compound (2). Based on the UV, IR, NMR and mass spectral data, the isolated compounds were characterized as (-)-cis-resveratrol-10-C-b-D-glucopyranoside and (-)-piceid respectively.


1970 ◽  
Vol 48 (5) ◽  
pp. 858-862 ◽  
Author(s):  
C. C. Lee ◽  
D. J. Woodcock

The AlCl3 catalyzed reaction of 1,1-d2-1-chloropropane with benzene was carried out in excess benzene at about 5° or in 1,2,4-trichlorobenzene as solvent at 0°. The products, n-propylbenzene and isopropylbenzene, were examined by nuclear magnetic resonance and mass spectrometry. The results indicated only very minor amounts of isotope position scrambling in the propyl side chain, suggesting no major involvement of protonated cyclopropane intermediates in the reaction. The mass spectral data, however, demonstrated that the products are quite labile in the reaction medium, with extensive intermolecular hydride and deuteride transfers taking place.


1982 ◽  
Vol 54 (11) ◽  
pp. 1772-1777 ◽  
Author(s):  
Alan P. Uthman ◽  
Jerry P. Koontz ◽  
Judy. Hinderliter-Smith ◽  
W. Stephen. Woodward ◽  
Charles N. Reilley

1987 ◽  
Vol 65 (9) ◽  
pp. 2069-2076 ◽  
Author(s):  
Gerald Oliver Aspinall ◽  
Lev Khondo ◽  
Bruce Alan Williams

Reduction of uronic acid residues in permethylated polysaccharides from Sterculiaurens and S. caudata gums, followed by transformation of the resulting hexose into 6-deoxy-6-iodohexose residues, affords modified polysaccharides that undergo depolymerization on treatment with zinc dust. The main products after reduction with sodium borohydride are hexenitolterminated oligosaccharides. Their structures have been assigned as members of a series of O-[α-L-rhamnopyranosyl]-(1 → 3)-1,2-dideoxyhex-1-enitol derivatives, with and without attendant β-D-galactopyranosyl substituents, on the basis of nuclear magnetic resonance and mass spectral data and compositional analysis of trideuteriomethylated derivatives. The structures of the polysaccharides have been reassessed in the light of these and other experiments, and may now be formulated as containing a backbone of alternating 4-linked α-D-galacturonic acid and 2-linked α-L-rhamnopyranose residues bearing a minimum of three types of side chains attached at specific sites. Characterization of some of the degradation products provides evidence that limited degradation had occurred during methylation of the glycuronans.


Sign in / Sign up

Export Citation Format

Share Document