68791-95-7Relevant academic research and scientific papers
Ni-Catalyzed C(sp3)–O Arylation of α-Hydroxy Esters
Monteith, John J.,Rousseaux, Sophie A. L.
supporting information, p. 9485 - 9489 (2021/12/09)
A Negishi cross-coupling of α-hydroxy ester derivatives and arylzinc reagents has been developed. This reaction tolerates both primary and secondary C(sp3)–O alcohol precursors and achieves efficient cross-coupling under Ni catalysis without the need for added external metal reductant, photocatalyst, or additives. The arylation of readily accessible C(sp3)–O electrophiles in this operationally simple, rapid, and mild reaction provides a complementary way of accessing desirable α-aryl ester products.
Ni-Catalyzed Reductive C-O Bond Arylation of Oxalates Derived from α-Hydroxy Esters with Aryl Halides
Gao, Mengyu,Sun, Deli,Gong, Hegui
supporting information, p. 1645 - 1648 (2019/03/11)
A Ni-catalyzed reductive cross-coupling of α-hydroxycarbonyl compounds modified with oxalyl groups and aryl halides has been developed that furnishes α-aryl esters under mild conditions and tolerates a variety of functionalized aryl halides bearing electron-withdrawing and -donating groups. This work highlights C-O bond fragmentation on secondary alkyl carbon centers that generates α-carbonyl radicals.
Synthesis and Applications of Unquaternized C-Bound Boron Enolates
Ng, Elvis Wang Hei,Low, Kam-Hung,Chiu, Pauline
, p. 3537 - 3541 (2018/03/21)
A general and facile method to prepare unquaternized C-bound boron enolates by a ligand-controlled O-to-C isomerization is reported. Using this protocol, C-bound pinacolboron enolates have been isolated in pure form for the first time, and have been fully characterized by NMR spectroscopy and X-ray crystallography. In contrast to the general perception, such C-boron enolates are stable without coordinative saturation at the boron. Moreover, C-boron enolates present reactivities that are distinct from the O-boron enolates, and their applications in C-O and C-C bond formations are demonstrated.
Ultrasound-assisted solvent-free synthesis of lactic acid esters in novel SO3H-functionalized Br?nsted acidic ionic liquids
Li, Xinzhong,Lin, Qi,Ma, Liang
experimental part, p. 752 - 755 (2011/10/08)
Mild and efficient Fischer esterification reactions of lactic acid with a variety of straight chain aliphatic alcohols, cyclohexanol and benzyl alcohol were successfully performed using two novel Br?nsted acidic ionic liquids that bear an aromatic sulfonic acid group on the imidazolium or pyridinium cation under ultrasound irradiation. These reactions carried out smoothly with good to excellent conversion rate (78-96%) and satisfactory yields (73-92%) in shorter reaction time (4-6 h) at room temperature when the amount of ionic liquids was 20 mol%. These ionic liquids could be recovered readily and recycled five times without any significant loss in their catalytic activity.
One-Pot Preparation of Alcohols from Aromatic Olefins and Acrylic Acid Derivatives by Cobalt(II) Porphyrin-Catalyzed Reductive Oxygenation Followed by Reduction with Trimethyl Phosphite
Matsusita, Yoh-ichi,Sugamoto, Kazuhiro,Matsui, Takanao
, p. 925 - 928 (2007/10/02)
Various aromatic olefins and acrylic acid derivatives were converted to benzyl alkohols and α-hydroxyalkanoic acid derivatives in good yields by the reductive oxygenation with oxygen and triethylsilane in the presence of catalytic amount of cobalt(II) porphyrin followed by treating the reaction mixture with trimethyl phosphite.
Cobalt(II) Porphyrin-Catalyzed Oxidation of Olefins to Ketones with Molecular Oxygen and Triethylsilane in 2-Propanol
Matsushita, Yoh-ichi,Matsui, Takanao,Sugamoto, Kazuhiro
, p. 1381 - 1384 (2007/10/02)
An efficient conversion of olefins to ketones was achieved by the use of molecular oxygen and triethylsilane in the presence of a catalytic amount of cobalt(II) complex of porphyrin.The oxidation was accelerated remarkably in alcohols and had chomoselectivity for conjugated olefins.
