One-pot Reductive Amination Of Aldehydes Research Articles

Fe3O4@TiO2 nanoparticles catalyzed and NaBH4 assisted one-pot reductive amination of aldehydes at ambient condition

Fe3O4@TiO2 nanoparticles catalyzed and NaBH4 assisted one-pot reductive amination of aldehydes at ambient condition

Sulfated polyborate: A dual catalyst for the reductive amination of aldehydes and ketones by NaBH4

An efficient, quick, and environment-friendly one-pot reductive amination of aldehydes or ketones was developed. In ethanol at 70 °C, a imination catalyzed by sulfated polyborate and further reduced by sodium borohydride yields various amines. The present method has many significant benefits, including a shorter reaction time, excellent yields, and a hassle-free, straightforward experimental process. The reaction has a wide range of applications due to its flexibility, including secondary amine for reductive amination.

Facile Synthesis of COF-Supported Reduced Pd-Based Catalyst for One-Pot Reductive Amination of Aldehydes

Dibenzylamine motifs are an important class of crucial organic compounds and are widely used in fine chemical and pharmaceutical industries. The development of the efficient, economical, and environmentally friendly synthesis of amines using transition metal-based heterogeneous catalysts remains both desirable and challenging. Herein, we prepared the covalent organic framework (COF)-supported heterogeneous reduced COF-supported Pd-based catalyst and used it for the one-pot reductive amination of aldehydes. There are both Pd metallic state and oxidated Pdσ+ in the catalysts. Furthermore, in the presence of the reduced COF-supported Pd-based catalyst, many aromatic, aliphatic, and heterocyclic aldehydes with various functional groups substituted were converted to their corresponding amines products in good to excellent selectivity (up to 91%) under mild reaction conditions (70 °C, 2 h, NH3, 20 bar H2). This work expands the covalent organic frameworks for the material family and its support catalyst, opening up new catalytic applications in the economical, practical, and effective synthesis of secondary amines.

Metal-based Heterogeneous Catalysts for One-Pot Synthesis of Secondary Anilines from Nitroarenes and Aldehydes.

Recently, N-substituted anilines have been the object of increasing research interest in the field of organic chemistry due to their role as key intermediates for the synthesis of important compounds such as polymers, dyes, drugs, agrochemicals and pharmaceutical products. Among the various methods reported in literature for the formation of C–N bonds to access secondary anilines, the one-pot reductive amination of aldehydes with nitroarenes is the most interesting procedure, because it allows to obtain diverse N-substituted aryl amines by simple reduction of nitro compounds followed by condensation with aldehydes and subsequent reduction of the imine intermediates. These kinds of tandem reactions are generally catalyzed by transition metal-based catalysts, mainly potentially reusable metal nanoparticles. The rapid growth in the last years in the field of metal-based heterogeneous catalysts for the one-pot reductive amination of aldehydes with nitroarenes demands for a review on the state of the art with a special emphasis on the different kinds of metals used as catalysts and their recyclability features.

Correction: One-pot reductive amination of aldehydes with nitroarenes using formic acid as the hydrogen donor and mesoporous graphitic carbon nitride supported AgPd alloy nanoparticles as the heterogeneous catalyst

Correction for ‘One-pot reductive amination of aldehydes with nitroarenes using formic acid as the hydrogen donor and mesoporous graphitic carbon nitride supported AgPd alloy nanoparticles as the heterogeneous catalyst’ by Seda Ergen et al., New J. Chem., 2018, 42, 10000–10006, DOI: 10.1039/C8NJ01569D

One-Pot Reductive Amination of Aldehydes with Nitroarenes on a Nickel/Nickel Oxide Composite

Key words nickel catalysis - amination - reduction - aldehydes - nitroarenes - amines

One-pot reductive amination of aldehydes with nitroarenes using formic acid as the hydrogen donor and mesoporous graphitic carbon nitride supported AgPd alloy nanoparticles as the heterogeneous catalyst

A facile one-pot protocol has been developed for the synthesis of secondary amines via a tandem reductive amination of aldehydes with nitroaromatics.

Synthesis of secondary amines by reductive amination of aldehydes with nitroarenes over supported copper catalysts in a flow reactor

Supported copper catalysts were investigated for the one-pot reductive amination of aldehydes with nitroarenes in a continuous flow reactor. This process is considered advantageous compared to current traditional methods, which present several drawbacks, such as toxicity of reducing or alkylation agent, lack of monoalkylation selectivity and large amounts of waste produced. Various secondary amines were synthesized in good to excellent yields in the reactions of aliphatic aldehydes with nitroarenes using molecular hydrogen as a reducing agent. It was found that the yield of secondary amine depends on the rate of formation of intermediate imine.

Flow synthesis of secondary amines over Ag/Al2O3 catalyst by one-pot reductive amination of aldehydes with nitroarenes

The reaction of aldehydes with nitroarenes over Ag/Al2O3 catalyst under H2 in a flow reactor gives secondary amines in high yield.

Synthesis and characterization of hierarchical ZSM-5 zeolite containing Ni nanoparticles for one-pot reductive amination of aldehydes with nitroarenes

Synthesis and characterization of hierarchical ZSM-5 zeolite containing Ni nanoparticles for one-pot reductive amination of aldehydes with nitroarenes

Programmed Synthesis Palladium Supported on Fe3O4@C: An Efficient and Heterogeneous Recyclable Catalyst for One-Pot Reductive Amination of Aldehydes with Nitroarenes in Aqueous Reaction Medium

A highly efficient Pd/Fe3O4@C catalytic system has been developed for direct reductive amination of carbonyl compounds with nitroarenes in aqueous reaction medium. The catalyst was characterized by TEM, XRD, XPS and VSM. It was found that the catalyst showed a high activity for the one-pot direct reductive amination of aldehydes with nitroarenes in the presence of molecular hydrogen at mild temperature. Besides, the catalyst could be recovered in a facile manner from the reaction mixture and recycled six times without obvious loss in activity.

One-pot reductive amination of aldehydes with nitroarenes over an Au/Al2O3 catalyst in a continuous flow reactor

Various secondary aromatic amines were synthesized by Au/Al2O3-catalyzed one-pot reductive amination of aldehydes with nitroarenes in a flow reactor.

Core–Shell α-Fe2O3@SiO2 Nanofibers: A Magnetic Recyclable Catalyst for One-Pot Reductive Amination of Carbonyl Compound

A selective and efficient procedure was developed for preparation of secondary amines by direct, one-pot reductive amination of aldehydes and ketones using sodium borohydride as reducing agent and α-Fe2O3@SiO2 nanofibers as a magnetically separable catalyst. This one-pot synthesis is simple, selective, takes place under mild conditions with good yield.

Palladium supported on hollow magnetic mesoporous spheres as recoverable catalyst for one-pot reductive amination of aldehydes with nitroarenes under mild conditions

We described here a method to stabilize Pd(0) on the surface of hollow magnetic mesoporous spheres (HMMS), with Fe3O4 nanoparticles embedded in the mesoporous shell. The catalyst was characterized by TEM, XRD and VSM. It was found that the catalyst showed a high activity for the one-pot direct reductive amination of aldehydes with nitroarenes in the presence of molecular hydrogen in ethanol, even at room temperature. Besides, the catalyst could be recovered in a facile manner from the reaction mixture and recycled six times without loss in activity.

Synthesis of Primary Amines by One-Pot Reductive Amination of Aldehydes

We report here a novel, one-pot, two-step reductive amination of aldehydes for the atom-economical synthesis of primary amines. The amination step has been carried out with hydroxylammonium chloride and does not require the use of a base. In the subsequent reduction step, a metal zinc/hydrochloride acid system has been used. This method is applicable to both aliphatic and aromatic aldehydes. The operational simplicity, the short reaction times, and the mild reaction conditions add to the value of this method as a practical alternative to the reductive amination of aldehydes. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.

Palladium supported on magnetic nanoparticles as recoverable catalyst for one-pot reductive amination of aldehydes with nitroarenes under ambient conditions

Abstract A high-performance palladium-based catalyst has been prepared by the co-precipitation method. The catalyst was characterized by TEM, XRD, VSM and ICP. It was found that the catalyst showed a high activity for the one-pot direct reductive amination of aldehydes with nitroarenes in the presence of molecular hydrogen in ethanol, even at room temperature. Furthermore, the catalyst was easily recovered by applying an external magnet and reused for eight cycles without significant loss of activity.

One-pot reductive amination of aldehydes by the dihydropyridine in water

An efficient, highly chemoselective and simple synthesis of secondary amines via reductive amination of aldehydes, aromatic amines and inexpensive and easily accessible Diethyl 2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate (DHP) in the presence of catalytic amounts of p-toluenesulfonic acid (PTSA) in water in good to excellent yields is reported.

Direct Reductive Amination with Gum Acacia Stabilized Pd Nanoparticles

Gum acacia stabilized palladium nanoparticles (GA-Pd nanoparticles) were prepared and applied to a reductive amination reaction. The GA-Pd nanoparticles catalyzed the direct one-pot reductive amination of aldehydes 2 with nitroarenes 1 under atmospheric pressure of hydrogen to give the corresponding amines 3 in up to 96% yield (eq. 2, 18 examples).

Direct One-Pot Reductive Amination of Aldehydes with Nitroarenes in a Domino Fashion: Catalysis by Gum-Acacia-Stabilized Palladium Nanoparticles

This note describes the direct reductive amination of carbonyl compounds with nitroarenes using gum acacia-palladium nanoparticles, employing molecular hydrogen as the reductant. This methodology is found to be applicable to both aliphatic and aromatic aldehydes and a wide range of nitroarenes. The operational simplicity and the mild reaction conditions add to the value of this method as a practical alternative to the reductive amination of carbonyl compounds.

One-pot reductive amination of aldehydes catalyzed by a hydrio-iridium(III) complex in aqueous medium

A combination of sodium tetrakis[3,5-di(trifluoromethyl)phenyl]borate [NaBAr F 4] and hydrio-iridium(III) complex efficiently catalyzed the one-pot reductive amination of aldehydes with various amines and ammonia in water under mild conditions in good to excellent yields.