42348-04-9

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 105-34-0 methyl 2-cyanoacetate 
• 881-67-4 4-nitrobenzaldehyde dimethyl acetal 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 1170682-02-6 (1S,2R,3R,6R)-methyl 1-cyano-3-formyl-6-hydroxy-2-(4-nitrophenyl)cyclohexanecarboxylate 
• 1170682-03-7 (1S,2R,3R,6S)-methyl 1-cyano-3-formyl-6-hydroxy-2-(4-nitrophenyl)cyclohexanecarboxylate 
• 1170682-04-8 (1R,2S,3S,6S)-methyl 1-cyano-3-formyl-6-hydroxy-2-(4-nitrophenyl)cyclohexanecarboxylate 
• 80641-33-4 Methyl α-Cyano-β-(p-nitrophenyl)propanoate 
• 137145-21-2 methyl 8-cyano-1,1,3,3-tetramethyl-2-oxo-7-(p-nitrophenyl)-5-thiaspiro<3.4>octane-8-carboxylate 
• 137145-22-3 methyl 10-aza-1,1,3,3-tetramethyl-2,9-dioxo-7-(p-nitrophenyl)-5-thiaspiro<3.6>decane-8-carboxylate 
• 23604-62-8 4,4,6,6-tetramethyl-1-thiaspiro<2.3>hexan-2-one 

Relevant academic research and scientific papers

Synthesis of (E)-α,β-unsaturated carboxylic esters derivatives from cyanoacetic acid via promiscuous enzyme-promoted cascade esterification/Knoevenagel reaction

A new enzymatic protocol based on lipase-catalyzed cascade toward (E)-α,β-unsaturated carboxylic esters is presented. The proposed methodology consists of elementary organic processes starting from acetals and cyanoacetic acid leading to the formation of desired products in a cascade sequence. The combination of enzyme promiscuous abilities gives a new opportunity to synthesize complex molecules in the one-pot procedure. Results of studies on the influence of an enzyme type, solvent, and temperature on the cascade reaction course are reported. The presented methodology provides meaningful qualities such as significantly simplified process, excellent E-selectivity of obtained products and recycling of a biocatalyst.

Sevelamer as an efficient and reusable heterogeneous catalyst for the Knoevenagel reaction in water

A catalyst system of Sevelamer, a phosphate-binding drug, has been prepared and used in the Knoevenagel reaction of aromatic aldehydes in water to produce substituted electrophilic alkenes. The products were obtained in excellent yields. Several novel, re

Synthetic and mechanistic studies of metal-free transfer hydrogenations applying polarized olefins as hydrogen acceptors and amine borane adducts as hydrogen donors

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].

Tetra-n-butylammonium hydroxide (TBAH)-catalyzed Knoevenagel condensation: A facile synthesis of α-cyanoacrylates, α-cyanoacrylonitriles, and α-cyanoacrylamides

Tetra-n-butylammonium hydroxide (TBAH) has been utilized as a novel and efficient catalyst for the Knoevenagel condensation of aldehydes with acidic methylene compounds such as methyl- and ethylcyanoacetate, malononitrile, and cyanoacetamide to afford sub

Novel, efficient, and green procedure for the Knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water

Knoevenagel condensation of various aromatic and heteroaromatic aldehydes with active methylene compounds like methyl and ethyl cyanoacetate, malononitrile, and cyanoacetamide proceeds smoothly with stirring in water in the presence of 4 mol% of diammoniu

Novel, efficient, and green procedure for the Knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water

Knoevenagel condensation of various aromatic and heteroaromatic aldehydes with active methylene compounds such as methyl and ethyl cyanoacetate, malononitrile, and cyanoacetamide proceeds smoothly with stirring in water in the presence of 4 mol% of diammo

Calcite and fluorite as catalyst for the Kn?venagel condensation of malononitrile and methyl cyanoacetate under solvent-free conditions

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

CATALYSIS OF THE KNOEVENAGEL CONDENSATION.

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