52505-38-1Relevant academic research and scientific papers
p-Quinone methides as geometric analogues of quinolone carboxylate antibacterials
Chung, Sung-Kee,Lee, Jae Wook,Shim, Na Young,Kwon, Tae Woo
, p. 1309 - 1312 (1996)
In an attempt to examine the role of the N(1)-alkyl or -aryl moiety of the quinolone antibacterials, several quinone methides such as perinaphthindenone carboxylates (6) were synthesized as 1-carba(sp2) analogues of the quinolone structure, and found to have no antibacterial activity. These results together with literature information are interpreted as the necessity of at least one nitrogen atom at the position of 1, 3, 4a, 6 or 8 in the quinolone- like skeleton for the antibacterial activities.
Ball-Milling-Enabled Reactivity of Manganese Metal**
Bolt, Robert R. A.,Browne, Duncan L.,Howard, Joseph L.,Khan, Adam,Magri, Giuseppina,Morrill, Louis C.,Nicholson, William I.,Richards, Emma,Seastram, Alex C.
supporting information, p. 23128 - 23133 (2021/09/20)
Efforts to generate organomanganese reagents under ball-milling conditions have led to the serendipitous discovery that manganese metal can mediate the reductive dimerization of arylidene malonates. The newly uncovered process has been optimized and its mechanism explored using CV measurements, radical trapping experiments, EPR spectroscopy, and solution control reactions. This unique reactivity can also be translated to solution whereupon pre-milling of the manganese is required.
The Employment of Sodium Hydride as a Michael Donor in Palladium-catalyzed Reductions of α, β-Unsaturated Carbonyl Compounds
Liu, Ye,Mao, Yujian,Hu, Yanwei,Gui, Jingjing,Wang, Liang,Wang, Wei,Zhang, Shilei
supporting information, p. 1554 - 1558 (2019/02/16)
Sodium hydride was employed as a Michael donor under the catalysis of PdCl2 for 1,4-conjugate reductions of α, β-unsaturated carbonyl compounds, which features operational simplicity, mild conditions and high atom-economy. The merits of NaH as a reductant were demonstrated by the one-pot or cascade reactions for the syntheses of complex molecules. (Figure presented.).
Enantioselective Desymmetrization of Glutarimides Catalyzed by Oxazaborolidines Derived from cis-1-Amino-indan-2-ol
Kutama, Ibrahim U.,Jones, Simon
, p. 11468 - 11479 (2015/12/04)
Enantioselective reductive desymmetrization of glutarimides has been achieved employing an oxazaborolidine catalyst derived from cis-1-amino-indan-2-ol. The reaction was found to proceed through a stereoablative process that upgraded the enantioselectivity of an intermediate hydroxy-lactam. The reaction was generally tolerant of a number of substituents in the 4-position, giving enantiomeric excesses of greater than 82%.
Asymmetric michael addition of N-tert-butanesulfinyl imidate with α,β-unsaturated diesters: Scope and application to the synthesis of indanone derivatives
Wang, Jinfang,Zhou, Yu,Zhang, Lei,Li, Zeng,Chen, Xianjie,Liu, Hong
supporting information, p. 1508 - 1511 (2013/06/27)
An additive-free and highly diastereoselective Michael addition reaction of an N-tert-butanesulfinyl imidate to α,β-unsaturated diesters has been developed using LDA as a base with good to excellent yields. The utility of this chemistry is further demonstrated by the asymmetric synthesis of 3-substituted indanone derivatives 8a, 8d, 8e, and 8i with high enantiomeric excess, which are potential building blocks for preparing biologically active lead compounds.
Solvent-free Knoevenagel condensation over iridium and platinum hydroxyapatites
Pillai,Singh,Jonnalagadda
experimental part, p. 536 - 539 (2011/10/31)
The Knoevenagel condensation between various aldehydes (benzaldehyde, p-methoxybenzaldehyde and 1-naphthaldehyde) and esters (ethylcyanoacetate, ethylacetoacetate and diethylmalonoester) was carried out under solvent-free condition in the presence of iridium or platinum hydroxyapatites as a catalyst.
Solvent-free knoevenagel condensation over cobalt hydroxyapatite
Pillai, Manoharan Karuppiah,Singh, Sooboo,Jonnalagadda, Sreekanth B.
experimental part, p. 3710 - 3715 (2010/12/25)
The Knoevenagel condensation between various aldehydes (benzaldehyde, 1-naphthaldehyde, p-bromobenzaldehyde and p-methoxybenzaldehyde) and esters (ethylcyanoacetate, ethylacetoacetate and diethylmalonoester) was carried out under solvent free condition in the presence of cobalt hydroxyapatite (CoHAp), as a catalyst. Good to excellent yields (35-96%) were obtained. The catalyst is found to be superior over fluorapatite and several other heterogeneous catalysts. The catalyst can be recycled at least 3 times. Copyright
2-Amino-quinazolin-5-ones
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Page/Page column 23, (2010/11/25)
2-Amino-quinazolin-5-one compounds, stereoisomers, tautomers, pharmaceutically acceptable salts, and prodrugs thereof; compositions that include a pharmaceutically acceptable carrier and one or more of the 2-amino-quinazolin-5-one compounds, either alone or in combination with at least one additional therapeutic agent. Methods of using the 2-amino-quinazolin-5-one compounds, either alone or in combination with at least one additional therapeutic agent, in the prophylaxis or treatment of cell proliferative diseases.
The synthesis of singlet ground state derivatives of non-Kekule polynuclear aromatics
Allinson, Graeme,Bushby, Richard J.,Jesudason, Malini V.,Paillaud, Jean-Louis,Taylor, Norman
, p. 147 - 156 (2007/10/03)
It is known that a two-electron reduction of tetrabutylammonium 3,4-dioxo-4H,8H-dibenzo[cd,mn]pyren12-olate gives a trioxy (tri-O-) derivative of the non-Kekule polynuclear aromatic compound dibenzo[cd,mn]pyrene (triangulene). This derivative is stable in solution and, like triangulene itself, has a triplet ground state. In exploring the generality of this strategy for the synthesis of high-spin derivatives of non-Kekule polynuclear aromatic compounds we have investigated two electron reductions of 4,8-dioxo-4H,8H-dibenzo[cd,mn]pyrene (to give a dioxy derivative of triangulene), 7,8-dioxo-7H,8H-dibenzo[de,hi]naphthacene (to give a dioxy derivative of dibenzo[de,hi]naphthacene) and 7,9-dioxo-7H,9H-dibenzo[de,jk]pentacene (to give a dioxy derivative of dibenzo[de,jk]pentacene). Dibenzo-[cd,mn]pyrene (triangulene), dibenzo[de,hi]naphthacene and dibenzo[de,jk]pentacene should all have triplet ground states, but the presence of two O- substituents on these aromatic nuclei will (just) lift the degeneracy of the putative singly occupied molecular orbitals. We have shown that the splitting this produces is sufficient to ensure that all of these dioxy derivatives have singlet ground states. Hence the strategy employed for making and stabilising triplet triangulene as its trioxy derivative does not provide a paradigm for other high-spin non-Kekule polynuclear aromatics. The reduction reactions were studied by cyclic voltammetry, by UV-VIS spectroscopy, and by EPR spectroscopy. Improved synthetic routes are described for 7,8-dioxo-7H,8H-dibenzo[de,hi]naphthacene and for 7,9-dioxo-7H,9H-dibenzo[de,jk]-pentacene. Violent explosions were encountered in attempts to repeat the literature procedure for the synthesis of 4,6-dichlorobenzene-1,3-dicarboxylic acid.
Application of microwave irradiation techniques for the Knoevenagel condensation
Kim, Jae-Kon,Kwon, Pan-Suk,Kwon, Tae-Woo,Chung, Sung-Kee,Lee, Jae-Wook
, p. 535 - 542 (2007/10/03)
The reaction rate of Knoevenagel condensation can be dramatically enhanced by irradiating the reaction mixture containing an aldehyde, diethyl malonate, P2O5, piperidine, and chlorobenzene with a commercial microwave oven. Six Knoevenagel condensation products were synthesized within 5-15 min in good yields.
