6626-84-2Relevant articles and documents
Condensation of β-diester titanium enolates with carbonyl substrates: A combined DFT and experimental investigation
Marrone, Alessandro,Renzetti, Andrea,De Maria, Paolo,Gerard, Stephane,Sapi, Janos,Fontana, Antonella,Re, Nazzareno
, p. 11537 - 11550 (2009)
The condensation of dialkyl β-diesters with various aldehydes promoted by TiCl4 has been studied by DFT approaches and experimental methods, including NMR, IR and UV/ Vis spectroscopy. Various possible reaction pathways have been investigated a
NbCl5-Promoted Synthesis of 4-Aryl-3,4-dihydrocoumarins by Multicomponent Reaction
Dos Santos, Willian Henrique,Da Silva-Filho, Luiz Carlos
, p. 3361 - 3365,5 (2012)
Substituted 4-aryl-3,4-dihydrocoumarins are synthesized from multicomponent reactions between phenols, dimethyl malonate, and aryl aldehydes catalyzed by niobium pentachloride. This new method is simple, cost-effective, and high-yielding, and can be condu
Solid-phase synthesis of arylidene and alkylidene malonates, as versatile intermediates, catalyzed using mesoporous poly-melamine–formaldehyde as a nitrogen-rich porous organic polymer (POP)
Khaligh, Nader Ghaffari,Gorjian, Hayedeh,Fahim, Hoda,Titinchi, Salam J. J.
, p. 3529 - 3536 (2021/05/11)
An efficient solid/slurry-state synthesis of arylidene and alkylidene malonates as versatile intermediates is developed in the presence of mesoporous poly-melamine–formaldehyde. The condensation reaction was conducted through a ball milling process as a non-conventional procedure and a greener methodology at room temperature under solvent-free conditions. The mesoporous heterogeneous catalyst could be recovered and reused ten times, and the results showed a negligible loss of catalytic activity. Various aryl- and heteroarylidene malonates, as well as dimethyl (cyclohexylidene)malonate, were isolated in good to high yields under optimal conditions. The use of hazardous reagents and solvents were minimized in the current method, and separation of catalyst and products, as well as the recovery and reusing of catalyst, were performed by cost-effective procedures. This work revealed that the synergistic effect of numerous Lewis base sites together with acceptor-donner hydrogen bonding functional groups in porous organic polymer (POP), and its high porosity plays a vital role to promote the carbon–carbon coupling reaction in the solid phase synthesis.
Reductive Knoevenagel Condensation with the Zn-AcOH System
Ivanov, Konstantin L.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.
, p. 1285 - 1291 (2020/11/13)
An efficient gram-scale one-pot approach to 2-substituted malonates and related structures is developed, starting from commercially available aldehydes and active methylene compounds. The technique combines Knoevenagel condensation with the reduction of the C=C bond in the resulting activated alkenes with the Zn-AcOH system. The relative ease with which the C=C bond reduction occurs can be traced to the accepting abilities of the substituents in the intermediate arylidene malonates.
