Oxidative Generation of 1-Nitroalkyl Radicals and Their Addition Reaction to Olefins

1-Nitroalkyl radicals are generated by oxidation of potassium salt of 1-aci-nitroalkanes with ammonium hexanitratocerate(IV). When the oxidation is carried out in the presence of electron-rich olefins, such as silyl enol ethers, intermolecular addition of the radicals onto the olefins proceeds to afford β-nitro ketones, which are further converted to α,β-unsaturated ketones in high yield. Stereoselective construction of fused ring systems is achieved by intramolecular addition of 1-nitroalkyl radicals

Generation of α-Nitroalkyl Radicals by Oxidation of Nitronate Anions with Cerium(IV) Ammonium Nitrate and Their Addition Reaction to Electron-Rich Olefins

α-Nitroalkyl radicals are generated by oxidation of nitronate anions with cerium(IV) ammonium nitrate. When the reactions are carried out in the presence of electron-rich olefins, such as silyl enol ethers, intermolecular addition of the radicals proceeds to afford β-nitroketones, which are further converted to α,β-unsaturated ketones in good yield

Generation of Cation Radicals from 2-Tributylstannyl-1,3-dithianes and Their Reaction with Olefins

Oxidation of 2-tributylstannyl-1,3-dithianes with metallic oxidants generates reactive species such as 1,3-dithian-2-yl radical and/or cation by eliminating the stannyl group. Those intermediates react with olefins to give the intermolecular addition products

Generation of Radical Species from Cyclohexane-1,2-dione and the Reaction with Olefins : Preparation of 4,5-Dihydro-7(6H)-benzofuranone Derivatives

Oxidation of cyclohexane-1,2-dione with ammonium hexanitratocerate(IV) (CAN) generates 2,3-dioxocyclohexyl radical, which reacts with electron-rich olefins to afford the corresponding addition products. The adducts thus generated are converted to 4,5-dihydro-7(6H)-benzofuranone by acid treatment. In addition to cyclohexane-1,2-dione, radical species are also generated from cyclopentane-1,2-dione and cycloheptane-1,2-dione

Generation of α-Alkylthio Radicals by Photoinduced One-Electron Oxidation of α-Stannyl Sulfides and Their Use for Carbon-Carbon Bond Formation

Cation radicals, generated from α-stannyl sulfides by the photoinduced single electron transfer, cleave into α-alkylthio radical intermediates with the elimination of the stannyl group. The α-alkylthio radicals thus formed are utilized for carbon-carbon bond forming reactions

Nickel-catalyzed coupling of aryl o-carbamates with grignard reagents: 2,7-dimethylnaphthalene [ Naphthalene, 2,7-dimethyl- ]

SCOPUS: ar.kinfo:eu-repo/semantics/publishe

Selective aerobic oxidation of allylic and benzylic alcohols catalyzed by N-hydroxyindole and copper(I) chloride

In the presence of copper(I) chloride, tert-butyl 1-hydroxy-2-methyl-6-trifluoromethyl-1H-indole-3-carboxylate acted as a catalyst for the chemoselective aerobic oxidation of allylic and benzylic alcohols. A variety of primary and secondary allylic and benzylic alcohols were oxidized into the corresponding α,β-unsaturated carbonyl compounds in good yields without affecting non-allylic alcohols