Photocycloadition of ethylvinylether and cyclopentene to 3,5-dimethylanisole yields derivatives of 1-methoxy-2, 4-dimethyltricyclo [3.3.0.02,8]oct-3-ene in which the substituents at positions 6 and/or 7 are endo. Structural proofs are based on 250 MHz 1H and 62.9 MHz 13C NMR spectra.
Liquid phase fluorination of norbornene with 1-chloromethyl-4-fluoro-1,4-diazonia[2.2.2]octane bis(tetrafluoroborate)—F-TEDA resulted in the formation of two rearranged Ritter type products: 2-exo-acetamido-7-syn-fluoro norbornane and 2-exo-acetamido-7-anti-fluoro norbornane in 1:1 ratio in ace...
Photocycloadditions of 2,5-cyclohexadien-1-ones 1b and 5 to cyclopentene are described.
From its microwave spectrum, 1-aziridineethanol, CH2CH2NCH2CH2OH
The exocyclic double bond in 4-arylidene-3-methylisoxazolin-5-ones (IV) undergoes addition reactions with Grignard reagents and with aromatic hydrocarbons in the presence of aluminium chloride.The behaviour of the hetero-ring in 4-substituted 3-methylisoxazolin-5-ones towards the action of hydra...
A novel synthesis of 2-dimethylamino-3,4-disubstituted-6H-1,3-oxazin-6-ones by a Vilsmeier-Haack type reaction on isoxazolin-5-ones is presented.
The preparation and tautomerism of 3,4-dimethyl-isoxazolin-5-one has been studied. A comparison of the IR and UV spectra as well as of the dipole moment of this compound with those of the three possible methyl derivatives establishes that the 4-H tautomeric form predominates in non-polar solvent...
The exocyclic double bond in 4-arylidene-3-substituted-isoxazolin-5-one (I) undergoes addition reactions with Grignard reagents and with benzene in the presence of aluminium chloride. Treatment of 4-arylazo derivatives of 3-substituted-isoxazolin-5-ones (III) with Grignard reagents does not effe...
Three 2-substituted isoxazolin-5-ones have been isolated from Lathyrus odoratus seedlings. Structural analysis by spectrometric and chemical methods determined their formulas as 2-(2-cyanoethyl)-3-isoxazolin-5-one, 2-(β,D-glucopyranosyl)-3-isoxazolin-5-one and 2-carboxymethyl-3-isoxazolin-5-one...
Methyl acetoacetate and other β-keto esters can be converted into the corresponding isoxazolin-5-ones which can be metalated α to C-3. These anions are trapped by a range of electrophiles to produce 3-substituted isoxazolin-5-ones.
Variations in the concentrations of isoxazolin-5-ones and of some non-protein amino acids in the dry seeds, seedlings and various parts of mature Lathyrus odoratus plants were examined. The lathyrogenic compounds α-amino-γ-(isoxazolin-5-on-2-yl)-butyric acid, 2-cyanoethyl-isoxazolin -5-one and...
A new synthesis of quinoline derivatives was achieved by catalytic hydrogenation of 3,4-disubstituted 2-(2-formylphenyl)-isoxazolin-5(2H)-ones. In the same way, 2,3-disubstituted [1,8]naphthyridine was obtained.
TiCl4-mediated reduction of both syn- and anti-(4S,5S)-2-aryl-4-methyl-5-trifluoromethyl-1,3-dioxolanes with Et3SiD furnished monodeuterated hydroxy ethers resulting from the same regio- and stereoselective CO bond cleavage (yields >80%; 82–92% de). Deuteride addition to the benzylidene aceta...
(2-Phenyl-1,3-dioxolane-4-yl)methyl methacrylate prepared from glycidyl methacrylate and benzaldehyde has been polymerized by benzoyl peroxide. Spectroscopic characterization of the monomer and the polymer has been done by means of Fourier transform infra-red (FTIR) and 1H and 13C nuclear magnet...
A class of compounds which are byproducts of the resin manufacturing process, has been responsible for three different taste and odor episodes in drinking water around the world. One such episode which occurred on the Ohio River, Pennsylvania, USA in 1989 was linked to the chemical, 2-ethyl-4-me...
5-Methyl-4H-1,3-dioxins obtained by asymmetric double-bond isomerization have been transformed into 4-hydroxymethyl-4-methyl-1,3-dioxolanes by m-chloroperbenzoic acid oxidation, ring contraction and reduction. The stereochemical course of this transformation has been studied, while the relative ...
Aiming at improving the flexibility of polymer films, the copolymers of perfluoro(2-methylene-4-methyl-1,3-dioxolane) (PFMMD) and chlorotrifluoroethylene (CTFE) with different compositions were prepared by radical polymerization using perfluorobenzoyl peroxide (PFBP) as the initiator, and their ...
This publication describes new generation of crosslinking agents based on methylaziridine derivates, crosslinking reaction of pressure-sensitive acrylic adhesives (PSA) and their performance after crosslinking such as tack, adhesion and cohesion. Crosslinking of PSA is an established technology ...
Injectable hydrogel matrices take the shape of a wound cavity and serve as scaffold for tissue repair and regeneration. Yet these materials are generally hydrophilic, limiting the incorporation of poorly water soluble, hydrophobic drugs. Here we show this shortcoming is circumvented through a st...
Gas-phase electron-diffraction (GED) data together with results from ab initio molecular orbital calculations have been used to determine the structure of propylene sulphide. Values found for the main structural parameters for the molecule are consistent with those obtained from microwave studie...
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