3551-75-5Relevant articles and documents
METHOD FOR CONVERTING HYDROXYL GROUP OF ALCOHOL
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Paragraph 0385-0389, (2021/02/19)
The present invention relates to: a method for converting a hydroxyl group of an alcohol; and a catalyst which makes the method possible. A method for converting a hydroxyl group of an alcohol according to the present invention is characterized by producing a compound represented by CH(R1)(R2)Nu (wherein R1, R2 and Nu are as defined below) by reacting an alcohol represented by CH(R1)(R2)OH (wherein each of R1 and R2 represents a hydrogen atom, an optionally substituted alkyl group, or the like) and a compound having an active proton, which is represented by H-Nu (wherein Nu represents a group represented by —CHX1-EWG1 or —NR3R4; X1 represents a hydrogen atom or the like; EWG1 represents an electron-withdrawing group; and each of R3 and R4 represents a hydrogen atom, an optionally substituted alkyl group, or the like), with each other in the presence of a complex of a group 7-11 metal of the periodic table and at least one solid base that is selected from the group consisting of layered double hydroxides, composite oxides and calcium hydroxide.
Highly productive α-alkylation of ketones with alcohols mediated by an Ir-oxalamidato/solid base catalyst system
Maeda, Hironori,Nara, Hideki,Shimizu, Hideo
supporting information, p. 2772 - 2779 (2020/12/29)
An Ir-oxalamidato complex in combination with a solid base (e.g., magnesium aluminometasilicate/Ca(OH)2) significantly improved the catalyst productivity in α-alkylation of methyl ketones with primary alcohols. Optimization through systematic variation of the oxalamidato ligand led to a practical turnover number (TON) of 10 000.40 000.
Reagent Design and Ligand Evolution for the Development of a Mild Copper-Catalyzed Hydroxylation Reaction
Fier, Patrick S.,Maloney, Kevin M.
supporting information, p. 3033 - 3036 (2017/06/07)
Parallel synthesis and mass-directed purification of a modular ligand library, high-throughput experimentation, and rational ligand evolution have led to a novel copper catalyst for the synthesis of phenols with a traceless hydroxide surrogate. The mild reaction conditions reported here enable the late-stage synthesis of numerous complex, druglike phenols.
Ligand-based modelling followed by synthetic exploration unveil novel glycogen phosphorylase inhibitory leads
Habash, Maha,Taha, Mutasem O.
experimental part, p. 4746 - 4771 (2011/09/20)
Glycogen phosphorylase (GP) is a valid anti-diabetic target. Accordingly, we applied a drug discovery workflow to unveil novel inhibitory GP leads via combining pharmacophore modeling, QSAR analysis and in silico screening, followed by synthetic exploration of active hits. Virtual screening identified six low micromolar inhibitory leads from the National Cancer Institute (NCI) list of compounds. The most potent hits exhibited anti-GP IC50 values of 3.2 and 4.1 μM. Synthetic exploration of hit 59 (IC50 = 4.1 μM) yielded 25 lead inhibitors with the best illustrating IC50 of 3.0 μM. Interestingly, we prepared several novel mixed oxalyl amide anti-GP leads employing new chemical reaction involving succinic acid-based adducts.
Synthesis of N,N′-diarylalkanediamides and their antimycobacterial and antialgal activity
Kubicova, Lenka,Waisser, Karel,Kunes, Jiri,Kralova, Katarina,Odlerova, Zelmira,Slosarek, Milan,Janota, Jiri,Svoboda, Zbynek
, p. 714 - 726 (2007/10/03)
A set of N,N′-diarylalkanediamides was synthesized. The compounds were tested for their antimycobacterial and antialgal activity. The antimycobacterial activity of N,N′-diarylalkanediamides depends on the lipophilicity of the respective acid. Antimycobacteri-ally active substances were found only in the series of N,N′-diarylethanediamides and N,N′-diarylbutanediamides. Other compounds (derivatives of pentane-, hexane-, octane- and nonanediamide) were inactive against various strains of mycobacteria. The compounds inhibited growth and chlorophyll production in Chlorella vulgaris. Their relatively low antial-gal activity is probably connected with their lowered aqueous solubility, and hence by a restricted passage of the inhibitor through the hydrophilic regions of thylakoid membranes.
Heterocycles from Heterocycles. 1,3-Diaryl-4,5-imidazolidinediones from 1,3,5-Triarylhexahydro-1,3,5-triazines and Oxalyl Chloride
Verardo, Giancarlo,Giumanini, Angelo G.,Gorassini, Fausto,Tolazzi, Marilena,Strazzolini, Paolo
, p. 10609 - 10628 (2007/10/02)
1,3-Diaryl-4,5-imidazolidinediones (6) are easily synthesized from 1,3,5-triarylhexahydro-1,3,5-triazines (1) and oxalyl chloride (5) in a reaction not likely to involve the zwitterionic intermediate (3) of the N-methylenearylamine dimer, but viewing the sequential pick up of two units of the monomer (2) by oxalyl chloride (5).The essential role of ethyl alcohol added to the reaction mixture is recognized.Reaction conditions have been optimized and some ten imidazolidinediones (6) were prepared in good to excellent yields.Geometric parameters of 6 were obtained by X-ray diffraction analysis: all the nuclei are found almost in one plane except for a small twist of the phenyl rings about the C-N bond.
A convenient one-pot synthesis of symmetric secondary and tertiary vicinal diamines
Nutaitis
, p. 1081 - 1085 (2007/10/02)
A convenient one-pot synthesis of symmetric vicinal diamines utilizing sodium borohydride/trifluoroacetic acid reduction methodology is described.
