783-08-4

Usage

InChI:InChI=1/C14H13NO/c1-16-14-9-7-13(8-10-14)15-11-12-5-3-2-4-6-12/h2-11H,1H3/b15-11+

Upstream product

• 588-53-4 4-benzylidenamino-phenol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 19064-76-7 N-benzylidene-4-methoxyaniline oxide 
• 17377-95-6 benzyl(4-methoxyphenyl)amine 
• 2211-66-7 N-phenyl(methylidene)cyclohexanamine 
• 104-94-9 4-methoxy-aniline 
• 110788-30-2 C₂₅H₂₂AsNO 
• 100-52-7 benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 62-53-3 aniline 
• 57527-55-6 (E)-N-benzylidenebutan-1-amine 
• 27845-53-0 (E)-N-cyclohexyl-1-phenylmethanimine 
• 101960-60-5 [(Z)-4-Methoxy-phenylimino]-phenyl-acetic acid 

Downstream Products

• 24870-10-8 maleic acid mono(4-methoxyphenyl)amide 
• 56264-82-5 acetoxy-(N-acetyl-p-anisidino)-phenyl-methane 
• 420133-77-3 2,3,6-trichloro-4-methoxy-aniline 
• 60566-20-3 N-(4-methoxyphenyl)-N'-(4-methoxyphenyl)benzamidine 
• 100-52-7 benzaldehyde 
• 51527-45-8 (±)-trans-1-(4-methoxyphenyl)-3,4-diphenylazetidin-2-one 
• 6709-42-8 N-(4-methoxyphenyl)-1,1-diphenylmethylamine 
• 32795-58-7 2-phenyl-6-methoxyquinoline-4-carboxylic acid 
• 116028-06-9 1-(4-methoxy-phenyl)-3,3,4-triphenyl-azetidin-2-one 
• 17377-95-6 benzyl(4-methoxyphenyl)amine 
• 6725-34-4 thiobenzaldehyde 
• 98861-13-3 8-methoxy-9b-methyl-4-phenyl-2,3,3a,4,5,9b-hexahydro-furo[3,2-c]quinoline 
• 34798-63-5 3-(4-methoxy-phenyl)-5-naphthalen-2-yloxymethyl-2-phenyl-oxazolidine 
• 34798-59-9 3-(4-methoxy-phenyl)-5-phenoxymethyl-2-phenyl-oxazolidine 

Relevant academic research and scientific papers

Controlling Proton-Coupled Electron Transfer in Bioinspired Artificial Photosynthetic Relays

Bioinspired constructs consisting of benzimidazole-phenol moieties bearing N-phenylimines as proton-accepting substituents have been designed to mimic the H-bond network associated with the TyrZ-His190 redox relay in photosystem II. These compo

Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides

The commercially available and bench-stable Co(acac)2 ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h?1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds.

Method for preparing asymmetric imine or asymmetric secondary amine compound through photocatalysis

The invention relates to a method for preparing asymmetric imine or asymmetric secondary amine compounds through photocatalysis. According to the method, under the conditions of illumination and inert gas, different types of photocatalysts supported by cocatalysts are selected, so that an aromatic alcohol compound and an aromatic amino compound can react to obtain the asymmetric imine compound or the asymmetric secondary amine compound. The method can be used for replacing the existing mature organic synthesis process, is mild in condition and high in selectivity, has universality and is suitable for industrial production.

Azetidinimines as a novel series of non-covalent broad-spectrum inhibitors of β-lactamases with submicromolar activities against carbapenemases KPC-2 (class A), NDM-1 (class B) and OXA-48 (class D)

The occurrence of resistances in Gram negative bacteria is steadily increasing to reach extremely worrying levels and one of the main causes of resistance is the massive spread of very efficient β-lactamases which render most β-lactam antibiotics useless. Herein, we report the development of a series of imino-analogues of β-lactams (namely azetidinimines) as efficient non-covalent inhibitors of β-lactamases. Despite the structural and mechanistic differences between serine-β-lactamases KPC-2 and OXA-48 and metallo-β-lactamase NDM-1, all three enzymes can be inhibited at a submicromolar level by compound 7dfm, which can also repotentiate imipenem against a resistant strain of Escherichia coli expressing NDM-1. We show that 7dfm can efficiently inhibit not only the three main clinically-relevant carbapenemases of Ambler classes A (KPC-2), B (NDM-1) and D (OXA-48) with Ki's below 0.3 μM, but also the cephalosporinase CMY-2 (class C, 86% inhibition at 10 μM). Our results pave the way for the development of a new structurally original family of non-covalent broad-spectrum inhibitors of β-lactamases.

Integrated Flow Synthesis of α-Amino Acids byIn SituGeneration of Aldimines and Subsequent Electrochemical Carboxylation

The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generatedin situvia the dehydration-condensation of aldehydes with anilines in a desiccant bed column filled with 4 ? molecular sieves d

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.

Photocatalytic one-pot multidirectional N-alkylation over Pt/D-TiO2/Ti3C2: Ti3C2-based short-range directional charge transmission

Visible-light-induced one-pot, multistep, and chemoselectivity adjustable reactions highlight the economical, sustainable, and green process. Herein, we report Pt nanoparticles dispersed on S and N co-doped titanium dioxide/titanium carbide (MXene) (3%Pt/

Redox-Neutral Imination of Alcohol with Azide: A Sustainable Alternative to the Staudinger/Aza-Wittig Reaction

The traditional Staudinger/aza-Wittig reaction represents one of the most powerful tools for imine formation. However, for this multistep procedure, the sacrificial phosphine has to be used, resulting in difficulties in the purification process and waste disposal at the same time. Here, we report a redox-neutral azide-alcohol imination methodology enabled by a base-metal nickel PN3 pincer catalyst. The one-step, waste-free, and high atom-economical features highlight its advantages further. Moreover, mechanistic insight suggests a non-metal-ligand cooperation pathway based on the observation of an intermediate and density functional theory calculations.

Tandem imine formationviaauto-hydrogen transfer from alcohols to nitro compounds catalyzed by a nanomagnetically recyclable copper catalyst under solvent-free conditions

A direct imination reaction was developed by tandem reaction of alcohols and nitro compounds in the presence of Cu-isatin Schiff base-γ-Fe2O3as a nanomagnetically recyclable catalyst under solvent-free conditions. By this method, various imines were prepared in good to high yields from one-pot reaction of various alcohols (primary aromatic and aliphatic) and nitro compounds (aromatic and aliphatic)viaan auto-hydrogen transfer reaction. Use of an inexpensive and easily reusable catalyst, without requiring any additives or excess amounts of benzyl alcohol as the reaction solvent are the other advantages of this method. This catalytic system has the merits of cost effectiveness, environmental benignity, excellent recyclability and good reproducibility.

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30-91% yields, with a good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, in the presence of alcohols, benzimidazoles can be obtained in 64-72% yields when the reaction was performed with an additional oxidant, DDQ, and quinoxalines were prepared from 1,2-diols in 28-96% yields. This methodology, unprecedented at iron for imines, also provides a sustainable alternative for the preparation of quinoxalines and benzimidazoles.