445478-67-1Relevant academic research and scientific papers
Application of 1-(α-aminobenzyl)-2-naphthols as air-stable ligands for pd-catalyzed Mizoroki-Heck coupling reaction
Chaudhary, Anju R.,Bedekar, Ashutosh V.
, p. 1778 - 1785 (2012)
Air-stable, easily accessible Mannich bases, 1-(α-aminobenzyl)-2- naphthols, are used as ligands in palladium-catalyzed Mizoroki-Heck reaction on a variety of substrates. High turnover numbers are observed for both the reactions with aryl bromides and iodides, while aryl chlorides are inert. Copyright Taylor & Francis Group, LLC.
Revisiting the Betti Synthesis: Using a Cheap, Readily Available, Recyclable Clay Catalyst under Solventless Conditions
Bosica, Giovanna,Abdilla, Roderick,Demanuele, Kaylie
, p. 6127 - 6133 (2018/10/20)
One-pot multicomponent reactions have gained significant importance in recent years because they are usually more selective, simple, efficient, atom-economic and green than their multistep counterparts. The Betti synthesis involves the combination of aldehydes, amines and 2-naphthol to form compounds which can serve as catalysts or as biologically active compounds. In this study, Montmorillonite K30 was used as a heterogeneous catalyst for the Betti reaction at 60 °C in relatively short reaction times. Positively, it is cheap, readily and commercially available and requires no preparation, it can be used in neat conditions whilst minimizing excess reagent amounts. Most importantly, it is fully recoverable and can be recycled up to 5 times. In reactions involving secondary aliphatic amines, very good to excellent results were obtained whilst primary ones including benzylamine gave appreciable yields. In addition, the heteroaromatic aldehyde 4-pyridinecarboxaldehyde and the polyaromatic aldehyde 1-naphthaldehyde also gave encouraging results.
Magnesium sulfate promoted efficient and green synthesis of aminoalkyl, amidoalkyl and diarylmethane derivatives
Ganesan, S. Selva,Asaithampi
, p. 8380 - 8382 (2015/05/20)
Under solvent-free condition, magnesium sulfate promoted the synthesis of substituted aminoalkyl naphthols, amidoalkyl naphthols and diarylmethane derivatives in excellent yield. Robust dehydrating nature and mild Lewis acidity of magnesium sulfate was exploited to carry out all the transformations.
Copper-catalyzed regioselective intramolecular oxidative α-functionalization of tertiary amines: An efficient synthesis of dihydro-1,3-oxazines
Deb, Mohit L.,Dey, Suvendu S.,Bento, Isabel,Barros, M. Teresa,Maycock, Christopher D.
supporting information, p. 9791 - 9795 (2013/09/23)
Traffic control: The hydroxy functional group directs the α-functionalization of tertiary amines, synthesizing 1,3-oxazines by C-O bond formation. Reaction occurs with both benzylic and non-benzylic amines. In the case of naphthoxazine synthesis, 100 % diastereoselectivity was observed. A tentative two-pathway mechanism is proposed for the reaction. Copyright
A competent pot and atom-efficient synthesis of Betti bases over nanocrystalline MgO involving a modified Mannich type reaction
Karmakar, Bikash,Banerji, Julie
experimental part, p. 4957 - 4960 (2011/10/08)
A simple, efficient, and eco-friendly method for the synthesis of 1-(α-aminoalkyl) naphthols, the Betti bases, has been carried out over a basic nanocrystalline MgO catalyst in aqueous condition. The method has been applied for the synthesis of a range of compounds with variable functionalities in excellent yield and selectivity.
Simple and convenient methods for synthesis, resolution and application of aminonaphthols
Periasamy, Mariappan,Anwar, Shaik,Reddy, Meda Narsi
experimental part, p. 1261 - 1273 (2010/02/28)
Racemic aminonaphthols are obtained in 70-95% yield by simple and straightforward condensation of benzaldehyde, 2naphlhol and 1° or 2° amines in ethanol solvent under refluxing conditions. The racemic aminonaphthols 1-(αaminobcnzyl)-2-naphthol and 1-(α-pyrrolidinylbenzyl)-2-naphthol have been resolved using L -(+)-tartaric acid. The racemic l-(a-/V- butylaminobenzyl)-2-naphthol and l-(a-piperidylbenzyl)-2-naphthol have been resolved using fl-(+)-BINOL and boric acid. The racemic (2-methoxynaphth-1-yl) benzylamine is resolved using dibenzoyl-L-(-)-tartaric acid. The readiliy accessible chiral aminonaphthols are useful for resolution of important moieties like racemic BINOL, ibuprofen and mandclic acid.
Solvent-free asymmetric aminoalkylation of electron-rich aromatic compounds: Stereoselective synthesis of aminoalkylnaphthols by crystallization-induced asymmetric transformation
Cimarelli,Mazzanti,Palmieri,Volpini
, p. 4759 - 4765 (2007/10/03)
Electron-rich aromatic compounds such as 2-naphthol give a faster and asymmetric 1-aminoalkylation with high yields when treated with (R)-1-phenylethylamine and aromatic aldehydes in solvent-free conditions. An asymmetric transformation of a second kind, probably induced by the preferential crystallization of one diastereomer, affords the straightforward and stereoselective synthesis of aminoalkylnaphthols. Mechanisms predictable for this asymmetric reaction are reported. The absolute configurations and the conformations of the unknown aminonaphthols are widely ascertained.
One-pot diazo coupling reaction under microwave irradiation in the absence of solvent
Jin, Jin,Wen, Zhong,Long, Jiang,Wang, Yongmei,Matsuura, Teruo,Meng, Jiben
, p. 829 - 834 (2007/10/03)
Diazotization and coupling reactions were carried out in one pot by inducing with microwave irradiation in the absence of solvent.
