123293-78-7Relevant academic research and scientific papers
Facile synthesis of α, β-unsaturated esters through a one-pot copper-catalyzed aerobic oxidation-Wittig reaction
Ren, Cheng,Shi, Zhenyu,Ding, Weijie,Liu, Zhiqing,Jin, Huile,Yu, Xiaochun,Wang, Shun
, p. 14 - 17 (2018)
An efficient one-pot synthesis of α, β-unsaturated esters through the aerobic oxidation – Wittig tandem reaction of alcohols and phosphorous ylide is developed. This new method operates under mild reaction conditions, and uses CuI/TEMPO (TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) as co-catalyst and air (O2) as the oxidant. It tolerates a wide range of functionalized benzylic alcohol and aliphatic alcohols.
One-Pot Synthesis of α,β-Unsaturated Esters, Ketones, and Nitriles from Alcohols and Phosphonium Salts
Ding, Weijie,Hu, Juan,Jin, Huile,Yu, Xiaochun,Wang, Shun
, p. 107 - 118 (2017/09/28)
A general method for the synthesis of α,β-unsaturated esters, ketones, and nitriles is successfully achieved by a one-pot copper-catalyzed oxidation with O 2 in air as oxidant. The solvent mixture of acetonitrile and formamide (1:1) is optimized to ensure the oxidation of alcohols, deprotonation of phosphonium salt, and Wittig reaction occur efficiently in one pot. A broad range of substrates has been explored for this process, including three electron-withdrawing group (CO 2 Et, COPh, CN) functionalized phosphonium salts. They reacted not only with benzylic and heteroaromatic alcohols, but also with aliphatic alcohols, forming the corresponding α,β-unsaturated esters, ketones, and nitriles in moderate to excellent yields.
Ligand-promoted C-3 selective C-H olefination of pyridines with Pd catalysts
Ye, Mengchun,Gao, Guo-Lin,Yu, Jin-Quan
supporting information; experimental part, p. 6964 - 6967 (2011/06/19)
Pd-catalyzed C-3 selective olefination of pyridines is developed for the first time using 1,10-phenanthroline as the ligand. This finding provides a novel disconnection for the synthesis of pyridine-containing alkaloids and drug molecules as well as a new approach for developing Pd-catalyzed C-H functionalizations of pyridines.
One-pot Wittig reaction for the synthesis of α,β-unsaturated esters using highly basic magnesium/lanthanum mixed oxide
Kantam, M. Lakshmi,Kumar, K.B. Shiva,Balasubramanyam,Venkanna,Figueras
experimental part, p. 10 - 14 (2010/10/04)
Highly basic Mg/La mixed oxide (Mg/La MO) is an effective heterogeneous base, at room temperature for the one-pot Wittig reaction involving aldehyde, α-halo esters and triphenylphosphine to afford α,β-unsaturated esters in good yields with high E-stereoselectivity. Mg/La mixed oxide was recovered quantitatively by simple filtration and reused. The basic properties of Mg/La mixed oxide have been compared to those of nanocrystalline magnesium oxide using the microcalorimetric adsorption of CO2, and the reactivity for Wittig reactions. Mg/La mixed oxide is a stronger base than magnesium oxide (MgO) but shows a much smaller number of sites. Hammett correlations have been determined for both bases and show that the reaction is base mediated, with values of ρ = 1.7 for Mg/La mixed oxide, and 1.1 for nanocrystalline magnesium oxide, and a compensation effect can then be observed.
