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Upstream product

• 109-65-9 1-bromo-butane 
• 122-39-4 diphenylamine 
• 542-69-8 1-iodo-butane 
• 3076-54-8 phenyllead(IV) triacetate 
• 109-73-9 N-butylamine 
• 108-90-7 chlorobenzene 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 111-36-4 n-butyl isocyanide 
• 109-69-3 n-Butyl chloride 
• 108-86-1 bromobenzene 
• 613-29-6 N-Dibutylaniline 
• 3416-49-7 N-butyl-N-methylaniline 
• 591-50-4 iodobenzene 
• 1126-78-9 N-(n-butyl)aniline 

Downstream Products

• 116767-41-0 N-butylbis(4-bromophenyl)amine 

Relevant academic research and scientific papers

Nanoparticles tungstophosphoric acid supported on polyamic acid: catalytic synthesis of 1,8-dioxo-decahydroacridines and bulky bis(1,8-dioxo-decahydroacridine)s

Tungstophosphoric acid nanoparticles supported on polyamic acid (TPA NPs/PAA) was prepared and employed as a catalyst for the facile selective synthesis of 1,8-dioxo-decahydroacridines and some bulky bis(1,8-dioxo-decahydroacridine)s via one-pot condensation of 5,5-dimethyl-1,3-cyclohexanedione and various aldehydes with aniline or ammonium acetate in ethanol–water solution. This catalyst was characterized by FT-IR, X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM), thermogravimetric analysis (TG), energy-dispersive X-ray analysis (EDAX), and inductively coupled plasma optical emission spectrometry (ICP-OES). The catalyst showed high thermal stability and good reusability. The products were isolated in high purity and the catalyst was easily separated in a simple workup and recycled several times without noticeable loss of activity under the described reaction conditions. The reaction is characterized by short reaction time, high efficiency, and mild reaction conditions.

[Pd(4-R3Si-IPr)(allyl)Cl], a Family of Silyl-Substituted Pd-NHC Complexes: Catalytic Systems for the Buchwald-Hartwig Amination

A family of Pd-IPr complexes (1Pd-6Pd) featuring electropositive and bulky R3Si substituents at the 4-position of the NHC ring was prepared and fully characterized. The catalytic performance of 1Pd (R3Si = SiMe3) and 3Pd (R3Si = Si(allyl)Me2) in the Buchwald-Hartwig amination was excellent, notably outperforming those of other previously reported catalytic systems by requiring shorter reaction times, lower catalyst loadings, and milder reaction conditions. Furthermore, a systematic evaluation of both the electronic and steric influences of the 4-R3Si-IPr ligand on the overall catalytic performance of 1Pd-6Pd revealed that electronic rather than steric factors play a dominant role.

Nickel Dual Photoredox Catalysis for the Synthesis of Aryl Amines

In this work, a new dual photoredox nickel catalysis system has been utilized for the synthesize of aryl amines. Previously, our group has shown that a nickel catalyst in conjunction with a photosensitizer and a sacrificial electron donor can cross-couple C-C bonds via photoredox-assisted reductive coupling. Here we have built upon that system to develop a redox-neutral cross-coupling system for the formation of C-N bonds. The catalytic system is composed of just a nickel cross-coupling catalyst, a Ru photocatalyst, and base and is capable of coupling amines with aryl halides in good to excellent yields. Furthermore, it was found that these reactions are functional under ambient conditions with catalyst loadings of 1 mol %. Spectroscopic studies provide support that this amination mechanism proceeds via a nitrogen-based radical intermediate. This N-radical mechanism offers direct synthetic access to di- and triaryl amines from nickel photocatalysis.

Direct arylation of tertiary amines via aryne intermediates using diaryliodonium salts

With a strategy by using diaryliodonium salts as the precursors of benzynes, direct N-arylation of tertiary amines with diaryliodonium salts was reported. Thus, the desired aromatic tertiary amines with a wide range of substituents were synthesized in moderate to excellent yields of 55–91%.

Tungstophosphoric acid nanoparticles supported on polyamic acid: A mild and recoverable heterogeneous catalyst for the selective synthesis of mono and bulky bis(1,8-dioxooctahydroxanthene)s under solvent-free conditions

A series of 1,8-dioxooctahydroxanthene derivatives and some crowded bis(1,8-dioxooctahdroxanthene) were selectively synthesized using tungstophosphoric acid nanoparticles supported on polyamic acid (TPA/PAA) as a new catalyst in solvent-free conditions. T

A highly efficient magnetic solid acid nanocatalyst for the synthesis of new bulky heterocyclic compounds

Fe3O4 nanoparticles were prepared and coated with 3-aminopropyltriethoxysilane (APTES). The formed amine-surfaced Fe3O4@APTES NPs were further chemically modified with maleic anhydride (MAH) to generate Fe3O4@APTES·MAH NPs. This catalyst was characterized by FT-IR, X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TG), energy dispersive X-ray analyzer (EDAX), vibrating sample magnetometry (VSM) and the dynamic light scattering (DLS) measurement technique. The catalyst showed high thermal stability and good reusability. Some new bulky heterocyclic compounds such as bis(2,4,5-triarylimidazole), bis(1,4-dihydropyridine), bis(1,8-dioxooctahydroxanthene) and bis(1,8-dioxo-decahydroacridine) derivatives were synthesized using 4,4′-(alkylazanediyl)dibenzaldehyde as substrate and Fe3O4@APTES or Fe3O4@APTES·MAH as catalyst. The high purity products were isolated and the catalyst was easily separated with a simple work-up with magnetic field and was recycled several times without noticeable loss of reactivity under the described reaction conditions.

Transition-Metal-Free, Potassium tert -Butoxide/Dimethyl Sulfoxide Mediated Amination between Tertiary Amines and Aryl Halides

A transition-metal-free, C-N bond-formation reaction between tertiary amines and aryl halides is reported. Under the optimal conditions, various aromatic and aliphatic tertiary amines react with aryl halides, including iodides, bromides, and chlorides, to give mono-aminated products, N,N-dialkylanilines and N-alkyl-N-arylanilines, in good to high yields. Based on the experimental results, the reaction is believed to occur via an aryne intermediate derived from the aryl halide.

Transition-Metal-Free, Potassium tert -Butoxide/Dimethyl Sulfoxide Mediated Amination between Tertiary Amines and Aryl Halides

A transition-metal-free, C-N bond-formation reaction between tertiary amines and aryl halides is reported. Under the optimal conditions, various aromatic and aliphatic tertiary amines react with aryl halides, including iodides, bromides, and chlorides, to give mono-aminated products, N,N-dialkylanilines and N-alkyl-N-arylanilines, in good to high yields. Based on the experimental results, the reaction is believed to occur via an aryne intermediate derived from the aryl halide.

Silica-functionalized CuI: An efficient and selective catalyst for N-benzylation, allylation, and alkylation of primary and secondary amines in water

Silica-functionalized CuI has been reported as an efficient and selective catalyst for the selective mono-N- and N,N-dibenzylation, allylation, and alkylation of primary amines with benzylic, allylic, and alkyl halides using NaOH as base in aqueous medium. By changing the reaction temperature, mono- or di-benzylation, allylation, or alkylation could be achieved in good yield and selectivity. Secondary amines have also been benzylated, allylated, and alkylated under similar conditions. SiO2-CuI has been characterized by Fourier transform-infrared, atomic absorption spectrometry, thermalgravimetric analysis, X-ray diffraction, scanning electron microscopy, and transmission electron microscopy, and found to be highly selective and recyclable under the reaction conditions. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.] Copyright

Pyridine-catalyzed double C-N coupling reaction of an isocyanate with two benzynes

A pyridine-catalyzed double C-N bond cross-coupling reaction involving two benzynes with an isocyanate was carried out. The coupling reaction proceeded through a unique pathway involving the formation of an unstable carbamic acid intermediate and facile decarboxylation. Subsequent nucleophilic addition/protonation of in situ prepared amines with benzynes afforded variously substituted diaryl- and triarylamines in moderate to good yields with tolerance of a variety of functional groups. Copyright