389607-96-9Relevant academic research and scientific papers
Manganese-Catalyzed Hydrogen-Autotransfer C?C Bond Formation: α-Alkylation of Ketones with Primary Alcohols
Pe?a-López, Miguel,Piehl, Patrick,Elangovan, Saravanakumar,Neumann, Helfried,Beller, Matthias
, p. 14967 - 14971 (2016)
A novel catalytic hydrogen-autotransfer protocol for the atom-efficient α-alkylation of ketones with readily available alcohols is presented. The use of manganese complexes bearing non-innocent PNP pincer ligands enabled the functionalization of a broad range of valuable ketones, including 2-oxindole, estrone 3-methyl ether, and testosterone. Mechanistic investigations suggest the participation of an intramolecular amidate-assisted alcohol-dehydrogenation process.
Nickel-catalyzed α-alkylation of ketones with benzyl alcohols
Wu, Di,Wang, Yubin,Li, Min,Shi, Lei,Liu, Jichang,Liu, Ning
, (2021/11/04)
We reported an efficient method for α-alkylation of ketones with benzyl alcohols using the pyridine-bridged pincer-type N-heterocyclic carbenes nickel complexes as catalysts. A wide range of ketones and benzyl alcohols were efficiently converted into various alkylated products in moderate to high yields. In addition, these nickel complexes were also successfully applied for the synthesis of a wide range of quinoline derivatives.
From selective transfer hydrogenation to selective hydrogen auto-transfer process: An efficient method for the synthesis of alkenyl ketones via iridium-catalyzed α-alkylation of ketones with alkenyl alcohols
Li, Feng,Li, Shun,Meng, Chong,Xu, Xiangchao,Yang, Chenchen,Yang, Jiazhi,Yu, Junjie
, p. 335 - 343 (2021/10/07)
A strategy for the synthesis of alkenyl ketones via the α-alkylation of ketones with alkenyl ketones has proposed and accomplished. In the presence of a metal–ligand bifunctional catalyst [Cp*Ir(2,2′-bpyO)(H2O)], a series of desirable products
Inter- and intramolecular hydroacylation of alkenes employing a bifunctional catalyst system
Vautravers, Nicolas R.,Regent, Damien D.,Breit, Bernhard
supporting information; experimental part, p. 6635 - 6637 (2011/06/27)
Based on a conceptually innovative bifunctional P,N ligand, an efficient protocol for the rhodium-catalyzed inter- and intramolecular hydroacylation of alkenes has been developed.
Copper-Mediated, Palladium-Catalyzed Coupling of Thiol Esters with Aliphatic Organoboron Reagents
Yu, Ying,Liebeskind, Lanny S.
, p. 3554 - 3557 (2007/10/03)
Thiol esters and B-alkyl-9-BBN derivatives couple in the presence of a copper(I) carboxylate mediator and a palladium catalyst. In contrast to copper-mediated, palladium-catalyzed cross-couplings of thioorganics with boronic acids, the current coupling reaction of 9-BBN derivatives is facilitated by the addition of a base such as Cs2CO3. Under optimized conditions, a variety of thiol esters react with different B-alkyl-9-BBN derivatives giving ketones in moderate to excellent yields.
Stereo- and regioselectivity of cyclization reactions in conformationally restricted epoxy ketones: Evaluation of C- versus O-alkylation process
Crotti, Paolo,Badalassi, Fabrizio,Di Bussolo, Valeria,Favero, Lucilla,Pineschi, Mauro
, p. 8559 - 8572 (2007/10/03)
The intramolecular addition reaction of metal enolates of ketones to oxiranes has been applied to a series of epoxy ketones derived from cyclohexene oxide. γ-Hydroxy ketones (γ-HKs, C-alkylation products) or hydroxy enol ethers (HEEs, O-alkylation products) are obtained, depending on the nature of the cyclic transition state in each case involved and the application of the Fu?rst-Plattner rule. The formation of HEEs by reaction of the same epoxy ketones under acid conditions is also described. In some cases, regioconvergent or chemoselective processes are conveniently obtained.
