The present disclosure provides a method for efficiently producing and providing compounds having a spirooxindole skeleton, for example compounds having a spirooxindole skeleton and having antitumor activity that inhibit the interaction between Mdm2 protein and p53 protein, or intermediates thereof, using an asymmetric catalyst. Compounds having optically active tricyclic dispiroindole skeletons are obtained through catalytic asymmetric 1,3-dipolar cycloaddition reaction using ketimine as a reaction substrate and using a chiral ligand and a Lewis acid.

A process of co-feeding gaseous ethylene with liquid allyl alcohol in the presence of a catalyst to produce 1,4-butanediol and n-propanol may include: introducing a gaseous mixture of ethylene, carbon monoxide and hydrogen into a reactor in the presence of a hydroformylation catalyst in a solvent; introducing liquid allyl alcohol (AA) into the reactor; and carrying out hydroformylation reaction at a temperature between 50 and 100° C. to obtain hydroformylation products.

The present disclosure provides a method for efficiently producing and providing compounds having a spirooxindole skeleton, for example compounds having a spirooxindole skeleton and having antitumor activity that inhibit the interaction between Mdm2 protein and p53 protein, or intermediates thereof, using an asymmetric catalyst. Compounds having optically active tricyclic dispiroindole skeletons are obtained through catalytic asymmetric 1,3-dipolar cycloaddition reaction using ketimine as a reaction substrate and using a chiral ligand and a Lewis acid.

This invention relates generally to olefin metathesis catalyst compounds, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, articles of manufacture comprising such compounds, and the use of such compounds in the metathesis of olefins and olefin compounds. The invention has utility in the fields of catalysts, organic synthesis, polymer chemistry, and industrial and fine chemicals industry.

The present invention relates to a heteroatom ligand, an oligomerization catalyst containing the same, and a method for preparing an oligomer by using the same. Specifically, the present invention relates to a heteroatom ligand having a silsesquioxane derivative, an oligomerization catalyst containing the same, and a method for preparing an oligomer by using the same.

Methods for preparing the Bruton's Tyrosine Kinase (BTK) inhibitor compound 2-{3-hydroxymethyl-1-methyl-5-[5-((S)-2-methyl-4-oxetan-3-yl-piperazin-1-yl)-pyridin-2-ylamino]-6-oxo-1,6-dihydro-[3,4]bipyridinyl-2-yl}-7,7-dimethyl-3,4,7,8-tetrahydro-2H,6H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one are provided. Methods for preparing tricyclic lactam compounds are also provided.

The invention relates to a process for the preparation of a deuterated ethanol from ethanol, D.sub.2O, a ruthenium catalyst, and a co-solvent.

Methods for preparing the Bruton's Tyrosine Kinase (BTK) inhibitor compound 2-{3-hydroxymethyl-1-methyl-5-[5-((S)-2-methyl-4-oxetan-3-yl-piperazin-1-yl)-pyridin-2-ylamino]-6-oxo-1,6-dihydro-[3,4]bipyridinyl-2-yl}-7,7-dimethyl-3,4,7,8-tetrahydro-2H,6H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one are provided. Methods for preparing tricyclic lactam compounds are also provided.

This invention relates generally to olefin metathesis catalyst compounds, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, articles of manufacture comprising such compounds, and the use of such compounds in the metathesis of olefins and olefin compounds. The invention has utility in the fields of catalysts, organic synthesis, polymer chemistry, and industrial and fine chemicals industry.

The present invention relates to a method of preparing -olefins by oligomerization of C.sub.2-C.sub.4 olefins. The method is carried out by oligomerization of C.sub.2-C.sub.4 olefins in the presence of a catalyst system comprising a transition metal source, an activator, which is an alkylaluminoxane, and a compound of formula (I), Ar.sup.1Ar.sup.2PN(R)PAr.sup.3Ar.sup.4 [formula I], wherein Ar.sup.1-4 are the same or different and are selected from substituted or unsubstituted C.sub.6-C.sub.10 aryl, R is selected from linear or branched C.sub.1-C.sub.4 alkyl, substituted or unsubstituted C.sub.6-C.sub.10 aryl, and substituted or unsubstituted C.sub.3-C.sub.10 cycloalkyl, wherein the oligomerization is carried out in a solvent, which is a bicyclic compound or a mixture of bicyclic compounds, preferably decalin. The claimed method provides a significant increase in the activity of the catalyst during the oligomerization process and, as a consequence, a reduction in the catalyst unit consumption, as well a reduction in the formation of polymer by-product.