Organocatalysis: Fundamentals and Comparisons to Metal and Enzyme Catalysis
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Atom-transfer radical addition (ATRA) reactions of ethyl trichloroacetate, dichloromalononitrile, or diethyl 2,2-dichloromalonate with olefins followed by dechlorination have provided functionalized cyclopropanes in one step. The RuIII complex [Cp*RuCl2(PP ...
Sequential intermolecular atom transfer radical addition reactions of activated dichlorides Cl2CRR′ (R = CN, CO2Et, R′ = H, CN, CO2Et) with two olefins catalyzed by [Cp*RuCl2(PPh3)] in the presence Mg allow the synthesis of linear 1,5-dichlorides. Differen ...
The reaction of tetranitromethane with B-alkylcatecholboranes leads to the formation of unusual dinitrooxime ethers. A tentative mechanism is provided, which suggests the involvement of extremely fast addition of alkyl radicals to tetranitromethane. The su ...
Catalyzed by p-toluenesulfonic acid in dry acetonitrile, oxirane-containing tertiary enamides underwent efficient cyclization via intramolecular addition to produce 3-hydroxy-3,4-dihydropyridin-2(1H)-one derivatives in moderate to good yields. ...
A novel multicomponent synthesis of 5-alkoxyoxazoles, based on a new reactivity profile of a-isocyanoacetates, is described. Thus, simply heating a solution of amine, aldehyde, and a-(EWG-phenyl)-a-isocyanoacetate or a-(4-pyridyl)-a isocyano acetate (EWG=e ...
The base hydrolysis reaction of Co(NH3)5Cl2+ was investigated using density functional theory and molecular orbital methods. Geometries and energies of conjugate bases, intermediates, transition states, and minimum energy crossing points were computed. For ...
The catalytic activity of a ruthenium(II)-p-cymene complex containing a partially coordinated triphosphine ligand, [RuCl(kappa(2)-triphos)(p-cymene)]PF6 1, has been investigated in the hydrogenation of styrene to ethylbenzene. The influence of arene dissoc ...
A chiral phosphoric acid (5)-catalyzed three-component Povarov reaction of aldehydes 2, anilines 3, and enecarbamates 4 afforded cis-4-amino-2-aryl(alkyl)-1,2,3,4-tetrahydroquinolines 1 in high yields with excellent diastereoselectivities (>95%) and almost ...
Metal complexes bearing phosphine ligands are attracting increasing attention for their applications in medicinal chem. In particular, organometallic ruthenium-phosphine complexes have been found to exhibit promising antitumor activity. The synthesis, anti ...
A simple and straightforward method has been developed for the direct carboxylation of aromatic heterocylces such as oxazoles, thiazoles, and oxadiazoles using CO2 as the C1 source. The reactions require no metal catalyst and only Cs2CO3 as the base. A goo ...