7248-39-7Relevant articles and documents
Synthesis of Metallomacrocycle and Coordination Polymers with Pyridine-Based Amidocarboxylate Ligands and Their Catalytic Activities towards the Henry and Knoevenagel Reactions
Karmakar, Anirban,Rúbio, Guilherme M. D. M.,Guedes da Silva, M. Fátima C.,Pombeiro, Armando J. L.
, p. 865 - 877 (2018/12/10)
The reactions of 3,3′-{(pyridine-2,6-dicarbonyl)bis(azanediyl)}dibenzoic acid (H2L) with zinc(II), cadmium(II), and samarium(III) nitrates were studied, and the obtained compounds, [Zn(1κO:2κO′-L)(H2O)2]n (1), [
Metal-Organic Frameworks with Pyridyl-Based Isophthalic Acid and Their Catalytic Applications in Microwave Assisted Peroxidative Oxidation of Alcohols and Henry Reaction
Karmakar, Anirban,Martins, Luísa M. D. R. S.,Hazra, Susanta,Guedes Da Silva, M. Fátima C.,Pombeiro, Armando J. L.
, p. 1837 - 1849 (2016/05/09)
Reactions of 5-{(pyridin-4-ylmethyl)amino} isophthalic acid (H2L1) with copper(II), zinc(II), and cadmium(II) were studied, and the obtained metal-organic frameworks (MOFs) [{Cu(L1)(DMF)}·DMF·H2O]n (1), [Zn(L1)(H2/su
A highly diastereo-and enantioselective copper(I)-catalyzed henry reaction using a bis(sulfonamide)-diamine ligand
Jin, Wei,Li, Xincheng,Wan, Boshun
experimental part, p. 484 - 491 (2011/04/15)
A series of bis(sulfonamide)-diamine (BSDA) ligands were synthesized from commercially available chiral α-amino alcohols and diamines. The chiral BSDA ligand 3a, coordinated with Cu(I), catalyzes the enantioselective Henry reaction with excellent enantios
Cyclen-catalyzed Henry reaction under neutral conditions
Vovard-Le Bray, Chloé,Jiang, Fan,Wu, Xiao-Feng,Sortais, Jean-Baptiste,Darcel, Christophe
supporting information; experimental part, p. 4555 - 4557 (2010/10/02)
A convenient cyclen-catalyzed Henry reaction of aldehydes with nitroalkanes under mild and neutral conditions is reported. This procedure constitutes the first cyclen-catalyzed synthesis of nitroalcohols and is adapted to the condensation of both aromatic and aliphatic aldehydes with nitromethane in THF at room temperature without addition of stoichiometric amount of the base. A wide range of substrates, β-nitroalcohols, were obtained in moderate to good yields (up to 98%) using this methodology.
Synthesis of new proazaphosphatranes and their application in organic synthesis
Kisanga, Philip B.,Verkade, John G.
, p. 467 - 475 (2007/10/03)
We report herein the synthesis of the new proazaphosphatrane strong bases P(RNCH2CH2)3N (R=Me3CCH2, Me2CHCH2) and P(HNCH2CH2)2NCH2CH2 N-i-Pr (1g). The new azaphosphatranes [HP(RNCH2CH2)3N]Cl (R=Me3CCH2, Me2CHCH2) have P-Nax distances of 2.047 and 1.958 ?, respectively. We also report the synthesis of the tetramine precursor proazaphosphatrane 1g [namely, (H2NCH2CH2) 2NCH2CH2NH-i-Pr] in 41% yield and the use of a complexation-extraction technique to separate it from a mixture containing the di- and tri-isopropyl substituted analogs. Using a 31P NMR technique, we report the pKa value for 1gH+ (34.49). The catalytic properties of three bases P(RNCH2CH2)3N (R=i-Pr, Piv, i-Bu) are compared in the synthesis of several β-hydroxy nitriles, β-nitroalkanols, α,β-unsaturated esters and for the Michael addition of allyl alcohol to α,β-unsaturated ketones.
P(RNCH2CH2)3N: An Efficient Promoter for the Nitroaldol (Henry) Reaction
Kisanga, Philip B.,Verkade, John G.
, p. 4298 - 4303 (2007/10/03)
The use of catalytic amounts of the proazaphosphatranes P(MeNCH2CH2)3N, P(i-PrNCH2CH2)3N and P(HNCH2CH2)(i-PrNCH2CH2) 2N as nonionic bases in the reaction of nitroalkanes with carbonyl compounds is reported. The reaction proceeds at room temperature in the presence of 2.2 equiv of magnesium sulfate to produce the corresponding β-nitroalkanols in generally superior yields. Aldehydes react quantitatively in 5-60 min, whereas ketones require up to 3 h to react with nitromethane and up to 7 h for the reaction of ketones with higher nitroalkanes.
Nitroaldol (Henry) reaction catalyzed by amberlyst A-21 as a far superior heterogeneous catalyst
Ballini, Roberto,Bosica, Giovanna,Forconi, Paola
, p. 1677 - 1684 (2007/10/03)
β-Nitroalcohols can be efficiently obtained with the help of Amberlyst A-21, as heterogeneous basic catalyst, with or without solvent. This method is far superior to the heterogeneous catalysts previously reported for the nitroaldol (Henry) reaction, in f
A new methodology for the preparation of 2-cyanopyrroles and synthesis of porphobilinogen
Adamczyk, Maciej,Reddy, Rajarathnam E.
, p. 14689 - 14700 (2007/10/03)
Condensation of α-acetoxynitro compounds 4a-f with isocyanoacetonitrile (5) using DBU in THF afforded 2-cyano-3,4-substituted pyrroles 6a-f, in good yield. Porphobilinogen (PBG, 12), the key building block for the preparation of tetrapyrrolic natural products, was synthesized from 2-cyano-3,4-substituted pyrrole 6f, in four steps.
A CONVENIENT SYNTHESIS OF 2-CYANOPYRROLES FROM ISOCYANOACETONITRILE
Adamczyk, Maciej,Reddy, Rajarathnam E.
, p. 7983 - 7986 (2007/10/02)
2-Cyano-3,4-substituted pyrroles 2a-e, important intermediates in the synthesis of porphyrins and related compounds, were prepared via base promoted condensation of α-acetoxynitro compound 1a-e with isoacetonitrile (3) in THF, in good yield.