75619-07-7

Upstream product

• 187737-37-7 propene 
• 201230-82-2 carbon monoxide 
• 103-71-9 phenyl isocyanate 
• 1611-83-2 2-methyl-N-phenylacrylamide 
• 62-53-3 aniline 
• 941-69-5 N-phenyl-maleimide 
• 64-19-7 acetic acid 
• 616-02-4 citraconic acid anhydride 
• 498-21-5 2-methylbutanedioic acid 

Downstream Products

• 70319-57-2 2,3,5-trimethyl-1-phenyl-1H-pyrrole 

Relevant academic research and scientific papers

Experimental and theoretical study on the structure-property relationship of novel 1-aryl-3-methylsuccinimides

A series of ten 1-aryl-3-methylsuccinimides was synthesized and their solvatochromic properties were studied in a set of fifteen binary solvent mixtures. The solute-solvent interactions were analyzed on the basis of the linear solvation energy relationshi

REDUCTION METHOD USING WATER AS PROTON SOURCE BY MEANS OF N-HETEROCYCLIC CARBENE

PROBLEM TO BE SOLVED: To provide a reduction method using water as a proton source by means of N-heterocyclic carbene, in which the N-heterocyclic carbene is used actively as a reaction accelerator to realize a hydrogenation reaction by using water as the proton source. SOLUTION: A solution, which is obtained by mixing: a reaction substrate shown at an upper stage of the following formulae; a precursor of the triazole-based N-heterocyclic carbene (NHC) shown at a lower stage; water; and 1,2-dimethoxyethane being a solvent, is reacted at 100°C or higher temperature for 2 hours or more while making the solution to pass through a microwave reaction unit and the reacted solution is subjected to reduced-pressure distillation to obtain a hydrogenated product. The formulae: (EWG1-EWG4 are each an ester group, a cyano group, a ketone group, an amido group or an imido group;R1-R5 are each a 1-20C aliphatic group, a 3-12C alicyclic group or 6-30C aromatic group) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

Hydrogenations without hydrogen: Titania photocatalyzed reductions of maleimides and aldehydes

A mild procedure for the reduction of electron-deficient alkenes and carbonyl compounds is described. UVA irradiations of substituted maleimides with dispersions of titania (Aeroxide P25) in methanol/acetonitrile (1:9) solvent under dry anoxic conditions led to hydrogenation and production of the corresponding succinimides. Aromatic and heteroaromatic aldehydes were reduced to primary alcohols in similar titania photocatalyzed reactions. A mechanism is proposed which involves two proton-coupled electron transfers to the substrates at the titania surface.

Titania-promoted carboxylic acid alkylations of alkenes and cascade addition-cyclizations

Photochemical reactions employing TiO2 and carboxylic acids under dry anaerobic conditions led to several types of C-C bond-forming processes with electron-deficient alkenes. The efficiency of alkylation varied appreciably with substituents in the carboxylic acids. The reactions of aryloxyacetic acids with maleimides resulted in a cascade process in which a pyrrolochromene derivative accompanied the alkylated succinimide. The selectivity for one or other of these products could be tuned to some extent by employing the photoredox catalyst under different conditions. Aryloxyacetic acids adapted for intramolecular ring closures by inclusion of 2-alkenyl, 2-aryl, or 2-oximinyl functionality reacted rather poorly. Profiles of reactant consumption and product formation for these systems were obtained by an in situ NMR monitoring technique. An array of different catalyst forms were tested for efficiency and ease of use. The proposed mechanism, involving hole capture at the TiO2 surface by the carboxylates followed by CO2 loss, was supported by EPR spectroscopic evidence of the intermediates. Deuterium labeling indicated that the titania likely donates protons from surface hydroxyl groups as well as supplying electrons and holes, thus acting as both a catalyst and a reaction partner.

Nickel(0)-katalysierte Synthese von Crotonseaureanilid aus Propen und Phenylisocyanat

Isocyanates react with propene at ligand-nickel(0) systems by 1/1 CC coupling to give two isomer azanickelcyclopentanones.The nickel five-membered rings thus obtained were characterized and their reaction modes are described.Depending on the ligand present and under special reaction conditions, with continuous, slow addition of the isocyanate to a solution of propene and the (lig)Ni0 starting complex, that there is catalytic formation of crotonic acid anilide.