scholarly journals Erratum for the Report: “Efficient access to unprotected primary amines by iron-catalyzed aminochlorination of alkenes” by L. Legnani, G. Prina-Cerai, T. Delcaillau, S. Willems, B. Morandi

Science ◽  
2019 ◽  
Vol 365 (6451) ◽  
pp. eaay8140 ◽  
Keyword(s):  
Primary Amines ◽  
Efficient Access

ChemInform Abstract: Rapid and Efficient Access to meso-2,5-cis-Disubstituted Pyrrolidines by Double Aza-Michael Reactions of Chiral Primary Amines.

ChemInform ◽  
2008 ◽  
Vol 39 (19) ◽  
Author(s):  
Leila Cabral dos Santos ◽  
Zineb Bahlaouan ◽  
Khadija El Kassimi ◽  
Claire Troufflard ◽  
Frederic Hendra ◽  
...  
Keyword(s):  
Primary Amines ◽  
Michael Reactions ◽  
Efficient Access

scholarly journals Efficient access to unprotected primary amines by iron-catalyzed aminochlorination of alkenes

Science ◽  
2018 ◽  
Vol 362 (6413) ◽  
pp. 434-439 ◽  
Author(s):  
Luca Legnani ◽  
Gabriele Prina-Cerai ◽  
Tristan Delcaillau ◽  
Suzanne Willems ◽  
Bill Morandi
Keyword(s):  
Room Temperature ◽  
Biologically Active ◽  
Primary Amines ◽  
General Strategy ◽  
Hydroxylamine Derivative ◽  
Homoallylic Amines ◽  
Efficient Access ◽  
Reaction Proceeds ◽  
Large Scope ◽  
Amphoteric Molecules

Primary amines are essential constituents of biologically active molecules and versatile intermediates in the synthesis of drugs and agrochemicals. However, their preparation from easily accessible alkenes remains challenging. Here, we report a general strategy to access primary amines from alkenes through an operationally simple iron-catalyzed aminochlorination reaction. A stable hydroxylamine derivative and benign sodium chloride act as the respective nitrogen and chlorine sources. The reaction proceeds at room temperature under air; tolerates a large scope of aliphatic and conjugated alkenes, including densely functionalized substrates; and provides excellent anti-Markovnikov regioselectivity with respect to the amino group. The reactivity of the 2-chloroalkylamine products, an understudied class of amphoteric molecules, enables facile access to linear or branched aliphatic amines, aziridines, aminonitriles, azido amines, and homoallylic amines.

Step-Efficient Access to Chiral Primary Amines

Synthesis ◽  
2013 ◽  
Vol 45 (02) ◽  
pp. 153-166 ◽  
Author(s):  
Thomas Nugent ◽  
Sofiya Marinova
Keyword(s):  
Primary Amines ◽  
Efficient Access

Rapid and Efficient Access to Meso-2,5-cis-disubstituted Pyrrolidines by Double Aza-Michael Reactions of Chiral Primary Amines

Heterocycles ◽  
2007 ◽  
Vol 73 (1) ◽  
pp. 751 ◽  
Author(s):  
Delphine Joseph ◽  
Leila Cabral dos Santos ◽  
Zineb Bahlaouan ◽  
Khadija El Kassimi ◽  
Claire Troufflard ◽  
...  
Keyword(s):  
Primary Amines ◽  
Michael Reactions ◽  
Efficient Access

Dielectric study of primary amines from room temperature down to −180 °C and from 10 kHz up to 35 GHz

1999 ◽  
Vol 8 (3) ◽  
pp. 241-246
Author(s):  
J. M. Forniés-Marquina ◽  
A. Siblini ◽  
L. Jorat ◽  
G. Noyel
Keyword(s):  
Room Temperature ◽  
Primary Amines ◽  
Dielectric Study

Acceptorless amine dehydrogenation and transamination using Pd-doped layered double hydroxides

2018 ◽  
Author(s):  
Diana Ainembabazi ◽  
Nan An ◽  
Jinesh Manayil ◽  
Kare Wilson ◽  
Adam Lee ◽  
...  
Keyword(s):  
Layered Double Hydroxides ◽  
Oxidation States ◽  
Secondary Amines ◽  
Primary Amines ◽  
Acid Dissolution ◽  
Oxidative Amination ◽  
Strong Function ◽  
Excellent Activity ◽  
High Yields ◽  
Double Hydroxides

<div> <p>The synthesis, characterization, and activity of Pd-doped layered double hydroxides (Pd-LDHs) for for acceptorless amine dehydrogenation is reported. These multifunctional catalysts comprise Brønsted basic and Lewis acidic surface sites that stabilize Pd species in 0, 2+, and 4+ oxidation states. Pd speciation and corresponding cataytic performance is a strong function of metal loading. Excellent activity is observed for the oxidative transamination of primary amines and acceptorless dehydrogenation of secondary amines to secondary imines using a low Pd loading (0.5 mol%), without the need for oxidants. N-heterocycles, such as indoline, 1,2,3,4-tetrahydroquinoline, and piperidine, are dehydrogenated to the corresponding aromatics with high yields. The relative yields of secondary imines are proportional to the calculated free energy of reaction, while yields for oxidative amination correlate with the electrophilicity of primary imine intermediates. Reversible amine dehydrogenation and imine hydrogenation determine the relative imine:amine selectivity. Poisoning tests evidence that Pd-LDHs operate heterogeneously, with negligible metal leaching; catalysts can be regenerated by acid dissolution and re-precipitation.</p> </div> <br>

Sequential C-Selective Difluoromethylation/Pd-Catalyzed Decarboxylative Protonation: An Efficient Access to Tertiary Difluoromethylated Scaffolds

2019 ◽  
Author(s):  
Nicolas Duchemin ◽  
Roberto Buccafusca ◽  
Marc Daumas ◽  
Vincent Ferey ◽  
Stellios Arseniyadis
Keyword(s):  
Drug Development ◽  
Late Stage ◽  
Efficient Access ◽  
Palladium Catalyzed ◽  
General Method

We report here a general method that allows a highly straightforward access to tertiary difluoromethylated compounds. The strategy relies on a two-step sequence featuring a C-selective electrophilic difluoromethylation and an unprecedented palladium-catalyzed decarboxylative protonation. Considering the generality of the method and the attractive properties offered by the difluoromethyl group, this approach provides a valuable tool for late-stage functionalization and drug development.<br>

Synthesis of some Novel Imidazoles Catalyzed by Co3O4 Nanoparticles and Evaluation of their Antibacterial Activities

2018 ◽  
Vol 21 (4) ◽  
pp. 271-280 ◽  
Author(s):  
Mohammad A. Ghasemzadeh ◽  
Mohammad H. Abdollahi-Basir ◽  
Zahra Elyasi
Keyword(s):  
Cobalt Oxide ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Antibacterial Activities ◽  
Primary Amines ◽  
Oxide Nanoparticles ◽  
Co3o4 Nanoparticles ◽  
Cobalt Oxide Nanoparticles ◽  
Ft Ir ◽  
Tetrasubstituted Imidazoles

Aim and Objective: The multi-component condensation of benzil, primary amines, ammonium acetate and various aldehydes was efficiently catalyzed using cobalt oxide nanoparticles under ultrasonic irradiation. This approach describes an effective and facile method for the synthesis of some novel 1,2,4,5-tetrasubstituted imidazole derivatives with several advantages such as high yields and short reaction times and reusability of the catalyst. Moreover, the prepared heterocyclic compounds showed high antibacterial activity against some pathogenic strains. Materials and Method: The facile and efficient approaches for the preparation of Co3O4 nanoparticles were carried out by one step method. The synthesized heterogeneous nanocatalyst was characterized by spectroscopic analysis including EDX, FE-SEM, VSM, XRD and FT-IR analysis. The as-synthesized cobalt oxide nanoparticles showed paramagnetic behaviour in magnetic field. In addition, the catalytic influence of the nanocatalyst was examined in the one-pot reaction of primary amines, benzil, ammonium acetate and diverse aromatic aldehydes under ultrasonic irradiation. All of the 1,2,4,5-tetrasubstituted imidazoles were investigated and checked with m.p., 1H NMR, 13C NMR and FT-IR spectroscopy techniques. The antibacterial properties of the heterocycles were evaluated in vitro by the disk diffusion against pathogenic strains such as Escherichia coli (EC), Bacillus subtillis (BS), Staphylococcus aureus (SA), Salmonellatyphi (ST) and Shigella dysentrae (SD) species. Results: In this research cobalt oxide nanostructure was used as a robust and green catalyst in the some novel imidazoles. The average particle size measured from the FE-SEM image is found to be 20-30 nm which confirmed to the obtained results from XRD pattern. Various electron-donating and electron-withdrawing aryl aldehydes were efficiently reacted in the presence of Co3O4 nanoparticles. The role of the catalyst as a Lewis acid is promoting the reactions with the increase in the electrophilicity of the carbonyl and double band groups. To investigate the reusability of the catalyst, the model study was repeated using recovered cobalt oxide nanoparticles. The results showed that the nanocatalyst could be reused for five times with a minimal loss of its activity. Conclusion: We have developed an efficient and environmentally friendly method for the synthesis of some tetrasubstituted imidazoles via three-component reaction of benzil, primary amines, ammonium acetate and various aldehydes using Co3O4 NPs. The present approach suggests different benefits such as: excellent yields, short reaction times, simple workup procedure and recyclability of the magnetic nanocatalyst. The prepared 1,2,4,5-tetrasubstituted imidazoles revealed high antibacterial activities and can be useful in many biomedical applications.

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