59648-29-2Relevant academic research and scientific papers
Chemoselective transfer hydrogenation of aromatic and heterocyclic aldehydes by green chemically prepared cobalt oxide nanoparticles
Krishnaveni,Lakshmi,Kaveri,Kadirvelu
, (2020/09/16)
A new surfactant (quercetin) assisted hydrothermal method is used for the preparation of phase pure cobalt oxide (Co3O4) nanoparticles (Nps). The quercetin acted well as surfactant in producing size controlled Nps. The produced Nps were extensively characterized by various techniques to reveal its chemical composition, structure, morphology, size and thermal behavior. The main objective of the study is to employ the prepared material as heterogeneous catalyst for hydrogenation of therapeutically important aldehydes. The capability of the catalyst is appear to be good, since the yield of alcohols from structurally different aldehydes is adequate with short period of time. Also the catalyst is recyclable, stable, no need of addition of ligands for activation and environmentally benign.
Synthesis of acyclic and cyclic phosphonates based on substituted 2-hydroxybenzylic alcohols
Brel, V. K.,Mikulenkova, E. A.,Mironov, V. F.,Tatarinov, D. A.,Terekhova, N. V.
, p. 2147 - 2152 (2020/12/09)
A convenient synthesis of benzylic phosphonates and 2,3-dihydrobenzo[d][1,2]oxaphosphole 2-oxides substituted at the aromatic ring, as well as their precursors, 2-hydroxybenzylic alcohols, from the derivatives of salicylic aldehyde, salicylic acid, and 2-hydroxyacetophenone bearing an additional hydroxy or methoxy group at the para position of the aromatic ring was developed. For the first time, the possibility of selective demethylation of the methoxy group positioned ortho to the methylene phosphonate fragment with retention of the methoxy group at the para position was shown.
Ambient-Pressure and Base-Free Aldehyde Hydrogenation Catalyst Supported by a Bifunctional Abnormal NHC Ligand
Garhwal, Subhash,Maji, Babulal,Semwal, Shrivats,Choudhury, Joyanta
supporting information, p. 4720 - 4725 (2018/12/14)
Catalytic aldehyde hydrogenation is an essential and routinely used chemical synthesis process in both academia and industry. However, there is a serious scarcity of efficient homogeneous catalysts for this process to work under highly demanding atmospheric-pressure, base-free, and aqueous conditions. Addressing this problem, herein, we report an iridium-based catalyst for facile atmospheric-pressure and base-free hydrogenation of various aromatic, heteroaromatic, and aliphatic aldehydes. The catalyst also displays excellent chemoselectivity toward aldehyde over other carbonyl functionalities and unsaturated motifs. Moreover, the catalyst is found to work in H2O (and in H2O-ethanol) medium at ambient temperature. All of the above attributes have been possible to incorporate into this unique catalyst via employing a hybrid bifunctional ligand, which plays a crucial role in facilitating the cleavage of H2 as well as effectively delivering hydride to the substrate without any help of base or pressure.
o-Quinone methide based approach to isoflavans: application to the total syntheses of equol, 3′-hydroxyequol and vestitol
Gharpure, Santosh J.,Sathiyanarayanan,Jonnalagadda, Prasad
, p. 2974 - 2978 (2008/09/20)
A concise strategy is developed for the synthesis of isoflavans employing a Diels-Alder reaction between o-quinone methides and aryl-substituted enol ethers followed by reductive cleavage of the acetal group. The method is extended towards the total syntheses of equol, 3′-hydroxyequol and vestitol.
Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1
Cordoba, Ruben,Tormo, Nelida Salvador,Medarde, Antonio Fernandez,Plumet, Joaquin
, p. 5300 - 5315 (2008/03/13)
A series of analogues of the potentially angiogenic inhibitor aeroplysinin-1 1 were synthesized and their in vitro antiangiogenic and cytotoxic activities evaluated. In the case of epoxy ketone 6 and azlactone 36 the relationship sprouting inhibition assay/cytotoxicity in BAE cells was enhanced by one order and two orders of magnitude, respectively, with respect to the reference. These results imply more specific antiangiogenic properties for the synthesized derivatives.
Substituents on quinone methides strongly modulate formation and stability of their nucleophilic adducts
Weinert, Emily E.,Dondi, Ruggero,Colloredo-Melz, Stefano,Frankenfield, Kristen N.,Mitchell, Charles H.,Freccero, Mauro,Rokita, Steven E.
, p. 11940 - 11947 (2007/10/03)
Electronic perturbation of quinone methides (QM) greatly influences their stability and in turn alters the kinetics and product profile of QM reaction with deoxynucleosides. Consistent with the electron-deficient nature of this reactive intermediate, electron-donating substituents are stabilizing and electron-withdrawing substituents are destabilizing. For example, a dC N3-QM adduct is made stable over the course of observation (7 days) by the presence of an electron-withdrawing ester group that inhibits QM regeneration. Conversely, a related adduct with an electron-donating methyl group is very labile and regenerates its QM with a half-life of approximately 5 h. The generality of these effects is demonstrated with a series of alternative quinone methide precursors (QMP) containing a variety of substituents attached at different positions with respect to the exocyclic methylene. The rates of nucleophilic addition to substituted QMs measured by laser flash photolysis similarly span 5 orders of magnitude with electron-rich species reacting most slowly and electron-deficient species reacting most quickly. The reversibility of QM reaction can now be predictably adjusted for any desired application.
