102070-03-1Relevant articles and documents
Calcite and fluorite as catalyst for the Kn?venagel condensation of malononitrile and methyl cyanoacetate under solvent-free conditions
Wada, Shinobu,Suzuki, Hitomi
, p. 399 - 401 (2003)
When milled together with calcite or fluorite, malononitrile and methyl cyanoacetate readily underwent Kn?venagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α-cyanocinnamic esters in good to excellent yi
Aza-Wittig Reaction with Nitriles: How Carbonyl Function Switches from Reacting to Activating
Tukhtaev, Hamidulla B.,Ivanov, Konstantin L.,Bezzubov, Stanislav I.,Cheshkov, Dmitry A.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.
supporting information, p. 1087 - 1092 (2019/02/19)
Transformations of α-EWG-substituted (electron-withdrawing group, EWG) γ-azidobutyronitriles proceeding via unusual aza-Wittig reactions between the phosphazene and nitrile functions and affording pyrrole-derived iminophosphazenes were developed. α-EWGs w
Versatile CuI/Pd0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds: Development, mechanistic investigations and scope
Nahra, Fady,Mace, Yohan,Boreux, Arnaud,Billard, Francois,Riant, Olivier
supporting information, p. 10970 - 10981 (2014/09/17)
We report herein a versatile cooperative dual catalysis reaction based on a CuI/Pd0 system. Mechanistic investigation shows that every component plays a crucial role in determining the reaction outcome. The reaction is successfully extended to various substrates; such as α,β-unsaturated ketones, malonates and coumarins. The strategy tolerates different substitution patterns and affords good yields for each family of substrates.
Synthetic and mechanistic studies of metal-free transfer hydrogenations applying polarized olefins as hydrogen acceptors and amine borane adducts as hydrogen donors
Yang, Xianghua,Fox, Thomas,Berke, Heinz
experimental part, p. 852 - 860 (2012/02/05)
Metal-free transfer hydrogenation of polarized olefins (RR′ CCEE′: R, R′ = H or organyl, E, E′ = CN or CO2Me) using amine borane adducts RR′NH-BH3 (R = R′ = H, AB; R = Me, R′ = H, MAB; R = tBu, R′ = H, tBAB; R = R′ = Me, DMAB) as hydrogen donors, were studied by means of in situ NMR spectroscopy. Deuterium kinetic isotope effects and the traced hydroboration intermediate revealed that the double H transfer process occurred regio-specifically in two steps with hydride before proton transfer characteristics. Studies on substituent effects and Hammett correlation indicated that the rate determining step of the HN transfer is in agreement with a concerted transition state. The very reactive intermediate [NH2BH2] generated from AB was trapped by addition of cyclohexene into the reaction mixture forming Cy2BNH2. The final product borazine (BHNH)3 is assumed to be formed by dehydrocoupling of [NH2BH2] or its solvent stabilized derivative [NH2BH2]-(solvent), rather than by dehydrogenation of cyclotriborazane (BH2NH 2)3 which is the trimerization product of [NH 2BH2].
CATALYSIS OF THE KNOEVENAGEL CONDENSATION.
Chalais, Stephane,Laszlo, Pierre,Mathy, Arthur
, p. 4453 - 4454 (2007/10/02)
Xonotlite alone or made more basic by doping of potassium t-butoxide catalyses the title reaction between aromatic aldehydes and malononitrile or alkyl cyanoacetates.At ambient temperatures, this procedure specifically gives high yields of E olefinic Knoe
