6933-49-9

Usage

Uses

Used in Organic Synthesis:
2-METHOXY-9H-CARBAZOLE is used as a building block for the synthesis of organic molecules, contributing to the creation of a wide range of chemical compounds due to its structural characteristics.
Used as a Reagent in Chemical Reactions:
In the field of chemistry, 2-METHOXY-9H-CARBAZOLE serves as a reagent, facilitating various chemical reactions and processes, enhancing the efficiency and selectivity of these reactions.
Used in Pharmaceutical Industry:
2-METHOXY-9H-CARBAZOLE is utilized in the pharmaceutical industry for the development of new drugs, leveraging its chemical properties to contribute to the discovery and synthesis of potential therapeutic agents.
Used as a Fluorescent Probe:
2-METHOXY-9H-CARBAZOLE is employed as a fluorescent probe, taking advantage of its light-emitting properties for applications in research and diagnostics, where the detection and visualization of specific molecules or processes are required.
Used in Production of Dyes and Pigments:
2-METHOXY-9H-CARBAZOLE is used in the production of dyes and pigments, capitalizing on its colorant properties to create a variety of colored products for different industries.
Used in Organic Electronic Devices:
2-METHOXY-9H-CARBAZOLE has potential applications in organic electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells, owing to its semiconductor properties that make it suitable for these advanced technologies.

Upstream product

• 86-79-3 2-hydroxycarbazole 
• 77-78-1 dimethyl sulfate 
• 91901-99-4 2-azido-4-methoxy-1,1'-biphenyl 
• 67-56-1 methanol 
• 3652-90-2 2-bromo-9H-carbazole 
• 51971-08-5 2-methoxy-9H-carbazole-3-carbaldehyde 
• 78863-99-7 7-bromo-2,3,4,9-tetrahydro-1H-carbazole 
• 101-16-6 3-methoxy-N-phenylaniline 
• 616-38-6 carbonic acid dimethyl ester 
• 20013-55-2 4'-methoxy-2-nitrobiphenyl 
• 16098-16-1 4-methoxy-2-nitro-1,1'-biphenyl 
• 615-43-0 2-iodophenylamine 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 2398-37-0 3-methoxyphenyl bromide 

Downstream Products

• 1357929-88-4 2-methoxy-9-phenyl-9H-carbazole 
• 1357929-89-5 C₂₅H₃₃NO₃Si₃ 

Relevant academic research and scientific papers

Hole-transporting side-chain polystyrenes based on TCTA with tuned glass transition and optimized electronic properties

The development of crosslinkable materials for the fabrication of solution processable OLEDs presents challenges, especially regarding the adjustment of the glass transition (Tg), which has a significant influence on crosslinking kinetics and d

Visible-light-driven Cadogan reaction

Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes

A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.

Preparation method of carbazole and fluorene organic electroluminescent intermediates

The invention discloses a preparation method of a carbazole and fluorene organic electroluminescent intermediate. The preparation method comprises the following steps: taking bromo-carbazole, fluorene or a derivative thereof and alkyl alcohol as raw mater

ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

An organometallic compound and an organic light-emitting device including the same.

Self-Assembled Multilayer Iron(0) Nanoparticle Catalyst for Ligand-Free Carbon-Carbon/Carbon-Nitrogen Bond-Forming Reactions

Self-assembled multilayer iron(0) nanoparticles (NPs, 6-10 nm), namely, sulfur-modified Au-supported Fe(0) [SAFe(0)], were developed for ligand-free one-pot carbon-carbon/carbon-nitrogen bond-forming reactions. SAFe(0) was successfully prepared using a well-established metal-nanoparticle catalyst preparative protocol by simultaneous in situ metal NP and nanospace organization (PSSO) with 1,4-bis(trimethylsilyl)-1,4-dihydropyrazine (Si-DHP) as a strong reducing agent. SAFe(0) was easy to handle in air and could be recycled with a low iron-leaching rate in reaction cycles.

Metal-free deoxygenation and reductive disilylation of nitroarenes by organosilicon reducing reagents

A metal-free deoxygenation and reductive disilylation of nitroarenes was achieved using N,N’-bis(trime-thylsilyl)-4,4’-bipyridinylidene (1) under mild and neutral reaction conditions, and a broad functional group tolerance was possible in this reaction. Mono-deoxygenation, giving a synthetically valuable N,O-bis(trimethylsilyl)phe-nylhydroxylamine (7a) as a readily available and safe phenylnitrene source from nitrobenzene, and double-deoxy-genation, giving N,N-bis(trimethylsilyl)anilines 8, were easily controlled by varying the amounts of 1 and reaction temperature as well as adding dibenzothiophene (DBTP). Reaction of 2-arylnitrobenzenes with 1 resulted in the formation of the corresponding carbazoles 14 via in situ-gen-erated phenylnitrene species derived by thermolysis of N,O-bis(trimethylsilyl)phenylhydroxylamines 7, followed by their subsequent intramolecular C H insertion. In addition, the intramolecular N N coupling reaction proceeded in the reduction of 2,2’-dinitrobiphenyl derivatives by 1, giving the corresponding benzo[c]cinnolines.

Visible-light-promoted intramolecular C-H amination in aqueous solution: Synthesis of carbazoles

An effective and operationally simple protocol is reported for the synthesis of versatile carbazoles. With water as a co-solvent, visible-light rather than various metals is used to facilitate the conversion of readily available 2-azidobiphenyls under mild conditions. Various functionalized bioactive natural alkaloids, such as glycoborine, clausine C, clausine L, clausine H and clauszoline K, were synthesized efficiently with nitrogen as a sole byproduct. The reaction could be performed in water, acidic or alkaline buffer solutions, showing its potential for applications in biochemistry.

Nitrogen-Iodine Exchange of Diaryliodonium Salts: Access to Acridine and Carbazole

A nitrogen-iodine exchange protocol of diaryliodonium salts with sodium azide salt is developed for general construction of significant functional acridines and carbazoles, in which introduction of nitrogen at a late stage was successfully established avoiding heteroatom incompatibility. Inorganic sodium azide served as the sole nitrogen atom source in this transformation. The diversiform functional acridines and carbazoles were comprehensively achieved through annulated diaryliodonium salts, respectively. Notably, Acridine orange (a fluorescent indicator for cell lysosomal dye) and Carprofen (a nonsteroidal anti-inflammatory drug) were efficiently established through this protocol.

Carbazole compound, and synthesis method and application of compound

The invention discloses a carbazole compound represented by a formula (2) and a synthesis method of the compound. A high-iodine salt is taken as a reaction raw material, and under the action of an inorganic nitrogen reagent, an additive, a base and a metal catalyst, a reaction is carried out in a solvent under a condition of 80-150 DEG C to obtain various carbazole compounds. According to the method provided by the invention, nitrogen atoms are introduced in a later period, so that the non-compatibility of nitrogen heterocyclic rings to the reaction conditions such as the metal catalyst and the like in an early reaction period is avoided. In addition, two aryl groups in the high-iodine salt are fully utilized, so that the atomic economic efficiency of the method provided by the present invention is fully exhibited. The carbazole compound prepared by the method provided by the invention can be further applied to the synthesis of non-steroidal anti-inflammatory drug carprofen.