94612-47-2

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 106-40-1 4-bromo-aniline 
• 586-78-7 para-nitrophenyl bromide 
• 589-18-4 4-Methylbenzyl alcohol 

Downstream Products

• 143874-35-5 (3R,4S)-1-(4-Bromo-phenyl)-3-phenyl-4-p-tolyl-azetidin-2-one 
• 94612-25-6 13g 
• 104-87-0 4-methyl-benzaldehyde 
• 1601-98-5 1,2-bis(4-bromophenyl)diazene 
• 1451070-79-3 1,4-bis(4-bromophenyl)-2,5-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 15818-64-1 N-(4-methylbenzyl)aniline 
• 94612-32-5 1-(4-Bromo-phenyl)-3-chloro-3-phenylsulfanyl-4-p-tolyl-azetidin-2-one 
• 121766-24-3 1-(4-Bromo-phenyl)-4-p-tolyl-azetidine-2,3-dione 
• 94612-25-6 1-(4-Bromo-phenyl)-3-phenylsulfanyl-4-p-tolyl-azetidin-2-one 

Relevant academic research and scientific papers

Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization

A gold(I) autotandem catalysis protocol is reported for the de novo synthesis of densely substituted pyrazolines and dihydropyridines from the corresponding imine derivatives in a highly regioselective fashion via a one-pot aza-enyne metathesis/6π-electrocyclization sequence. The substituents on the nitrogen atom of the imine perfectly control the reaction pathways from the pivotal 1-azabutadiene intermediate; thus, carbazates were converted into pyrazolines via 6π-electrocyclization of α,β-unsaturated hydrazones, while aryl imines provided dihydropyridines via 6π-electrocyclization of 3-azahexatrienes.

Arene diruthenium(II)-mediated synthesis of imines from alcohols and amines under aerobic condition

The utility and selectivity of the newly synthesized dinuclear arene Ru(II) complex were demonstrated towards the synthesis of imines from coupling of alcohols and amines in the aerobic condition. Analytical and various spectral methods have been used to establish the unprecedented formation of the new thiolato-bridged dinuclear ruthenium complex. The molecular structure of the titled complex was evidenced with aid of X-ray crystallographic technique. A wide range of imines were obtained in good-to-excellent yields up to 98% and water as the by-product through an acceptorless dehydrogenative coupling of alcohols with amines. The catalytic reaction operated a concise atom economical without any oxidant with 1 mol% of the catalyst load. Further, the role of base, solvent and catalyst loading of the coupling reaction has been investigated. A plausible mechanism has been described and was found to proceed via the formation of an aldehyde intermediate. Short synthesis of antibacterial drug N-(salicylidene)-2-hydroxyaniline illustrated the utility of the present protocol.

Synthesis and characterization of tetrachloro-1,3-oxazepine derivatives and evaluation of their biological activities

6,7,8,9-Tetrachloro[1,3]oxazepine-1,5-dione derivatives 1b-10b have been synthesized by reacting Schiff bases 1a-10a with tetrachlorophthalic anhydride (TCPA) under (2 + 5 → 7) cycloaddition reaction conditons. All reactions had been monitored using TLC.

The Divergent Cascade Reactions of Arylalkynols with Homopropargylic Amines or Electron-Deficient Olefins: Access to the Spiro-Isobenzofuran- b-pyrroloquinolines or Bridged-Isobenzofuran Polycycles

Two divergent cascade reactions of arylalkynols with homopropargylic amines or electron-deficient olefins were developed to synthesize the spiro-isobenzofuran-b-pyrroloquinolines or bridged-isobenzofuran heterocycles in good yields, respectively. One reaction actually involved intramolecular 5-endo-dig hydroamination cyclization-protonation of homopropargylic amines to give cycloiminium ions and intramolecular 5-exo-dig hydroalkoxylation cyclization of arylalkynols to generate isobenzofuran with exocyclic double bond, followed by the nontypical Povarov-type reaction in the presence of PtCl2/FeCl3 cocatalysts. The other underwent intramolecular hydroalkoxylation cycloisomerization of alkynols with the subsequent normal [4 + 2] cycoaddition with dienophiles. Herein, the arylalkynols acted as both "masked" electron-rich olefins and "masked" electron-rich dienes.

C-N Bond Formation Catalyzed by Ruthenium Nanoparticles Supported on N-Doped Carbon via Acceptorless Dehydrogenation to Secondary Amines, Imines, Benzimidazoles and Quinoxalines

Ruthenium nanoparticles (NPs) supported on N-doped carbon (Ru/N?C) were prepared by the pyrolysis of cis-Ru(phen)2Cl2 loaded onto carbon powder (VULCAN XC72R) at 800 °C. Ru/N?C NPs (0.2 mol% Ru) selectively catalyzed either acceptorless dehydrogenation coupling (ADC) or auto-transfer-hydrogen (ATH) reactions of amines with alcohols to imines and secondary amines. Such selectivity could be controlled by the choice of alkali metal ion associated with the base. Under similar catalytic conditions, the ADC cross-coupling of diamines with primary alcohols or diols afforded the corresponding benzimidazoles and quinoxalines in good to excellent yields. This catalytic system displayed good activity, recyclability, and wide applicability to a diverse range of substrates.

One-Pot Catalytic Approach for the Selective Aerobic Synthesis of Imines from Alcohols and Amines Using Efficient Arene Diruthenium(II) Catalysts under Mild Conditions

A green and efficient catalytic approach for the selective synthesis of imines in air at room temperature was achieved with the aid of newly synthesised diruthenium(II) complexes [(η6-p-cymene)2Ru2Cl2(μ-L)] containing substituted 1,2-diacylhydrazine ligands. All the new complexes were fully characterised by analytical and spectroscopic techniques. The solid-state structure of a representative complex was solved by single-crystal X-ray diffraction analysis. The diruthenium(II) complexes also enable the selective aerobic oxidation of alcohols to aldehydes. The catalytic reaction operates in the presence of air as a green and cheap oxidant, and releases water as the only by-product. A plausible mechanism is proposed for the imine formation, which is believed to proceed via an aldehyde intermediate.

Acceptorless Dehydrogenation of Alcohols Catalyzed by CuI N-Heterocycle Thiolate Complexes

CuI N-heterocycle thiolate clusters efficiently catalyze the acceptorless dehydrogenation of alcohols at 70 °C. A variety of secondary/primary benzylic, allylic, and aliphatic alcohols are dehydrogenated to the corresponding ketones and aldehydes in high yields of isolated product upon release of H2. This simple catalytic system is involved in the synthesis of imines through the one-pot reaction of alcohols and amines.

Dual Heterogeneous Catalyst Pd-Au@Mn(II)-MOF for One-Pot Tandem Synthesis of Imines from Alcohols and Amines

A new Mn(II) metal-organic framework (MOF) 1 was synthesized by the combination of 4,4,4-trifluoro-1-(4-(pyridin-4-yl)phenyl)butane-1,3-dione (L) and Mn(OAc)2 in solution. 1 features a threefold-interpenetrating NbO net containing honeycomb-like channels, in which the opposite Mn(II)···Mn(II) distance is 23.5075(10) ?. Furthermore, 1 can be an ideal platform to support Pd-Au bimetallic alloy nanoparticles to generate a composite catalytic system of Pd-Au@Mn(II)-MOF (2). 2 can be a highly active bifunctional heterogeneous catalyst for the one-pot tandem synthesis of imines from benzyl alcohols and anilines and from benzyl alcohols and benzylamines.

Phosphine ligand-free RuCl3-catalyzed reductive N-alkylation of aryl nitro compounds

Without using any additional ligands, RuCl3efficiently catalyses the reductive N-alkylation of aryl nitro compounds with alcohols using bio-based glycerol as the hydrogen source and without the need for any added solvents. The reaction can be easily manipulated to produce either imines or secondary amines in high yields. RuCl3-catalyzed reductive N-alkylation of nitroarenes with alcohols affords the corresponding imine products in good to excellent yields. Under the same reaction conditions, the one-pot sequential reaction of nitroarenes with alcohols and glycerol also gives amines in higher yields.

Solvent-free synthesis method for preparing imine under catalysis of ligand-free ruthenium trichloride

The invention discloses a solvent-free synthesis method for preparing imine under catalysis of ligand-free ruthenium trichloride.Specifically, the method includes the following steps that under protection of inert gas, according to the molar ratio of nitrobenzene compounds, alcohol compounds, alkaline compounds and ruthenium trichloride being 1: (2-4): (1-2): (0.02-0.05), reactant is added into a reaction vessel provided with a stirring device, a stirring reaction is performed for 20-30 h at 100-150 DEG C, and imine compounds are obtained.Under the condition that no auxiliary ligands or solvents are added, RuCl3 is directly used as a catalyst for the first time.Besides, selective preparation of the imine compounds is achieved, the whole process is environmentally friendly, efficient and easy to operate, and the method is a good method for synthesizing the imine compounds.