391-53-7

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-FLUORO-9H-CARBAZOLE is used as a building block in the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure contributes to the development of new drugs and pesticides, enhancing their efficacy and selectivity.
Used in Materials Science:
2-FLUORO-9H-CARBAZOLE has potential applications in materials science, particularly in the development of organic semiconductors and optoelectronic devices. Its electronic properties make it a valuable component in the creation of advanced materials for electronic and photonic applications.
Safety Precautions:
It is important to handle and use 2-FLUORO-9H-CARBAZOLE with care, as it may have harmful effects if exposed to the skin, eyes, or if inhaled or ingested. Proper safety measures, such as wearing protective clothing and using appropriate ventilation, should be taken to minimize the risk of exposure.

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Relevant academic research and scientific papers

Preparation method of carbazole ring-containing compound

The invention provides a preparation method of a carbazole ring-containing compound, comprising the following step: a compound shown as a formula I-1 is subjected to a reaction in an organic solvent in the presence of metal and/or metal salt by using triphenylphosphine as a reducing agent to generate a compound shown as the formula I. In the invention, the carbazole ring compound is prepared by taking triphenylphosphine as a reducing agent and utilizing a nitro compound to react under the cooperation of the co-reducing agent, so that the dosage of triphenylphosphine is reduced, the generationamount of dangerous solid wastes is reduced, the post-treatment is easy, and the reaction temperature can be greatly reduced and the reaction time can be greatly shortened while high product yield isensured.

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.

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.

Preparation of 2 - substituted oxazole compounds

The present invention belongs to the field of organic chemistry, and particularly relates to a preparation method for 2-substituted carbazole compounds. According to the preparation method provided by the present invention, the raw material source is wide, reaction operation and post-treatment are simple and convenient, the yield is high, the application range is wide, and the industrial production is facilitated.

Photochemical intramolecular amination for the synthesis of heterocycles

Polycyclic heterocycles can be formed in good to excellent yields via photochemical conversion of the corresponding substituted aryl azides under irradiation with purple LEDs in a continuous flow reactor. The experimental set-up is tolerant to UV-sensitive functional groups while affording diverse carbazoles, as well as an indole and pyrrole framework, in short reaction times. The photochemical method is presumed to progress through a mechanism differing from the other methods of azide activation involving transition metal catalysis.

Synthetic method of carbazole and derivatives thereof

The invention discloses a synthetic method of carbazole and derivatives thereof. The synthetic method is characterized in that the carbazole and derivatives thereof are obtained by N-substituted reaction, vinylation reaction, removal of R2 group and olefin closed-loop double decomposition reaction. According to the synthetic method of the carbazole and derivatives thereof, disclosed by the invention, various derivatives of the carbazole can be synthesized according to substituent groups on indole rings of raw materials; in addition, no substituent group is formed on N of the carbazole; the substituent group can be used as an intermediate as required for next-step synthesis. Meanwhile, according to the synthetic method disclosed by the invention, the carbazole and derivatives thereof are synthesized by using the raw materials with abundant sources, and further the huge demand of the carbazole and derivatives thereof is met. Besides, a synthetic route is simple, reaction conditions are easily controlled and realized, the yield of a product is high, and higher practicality is realized.

Palladium-Catalyzed Intramolecular C–H Amination in Water

Palladium(II) catalysis was found to be effective for intramolecular C–H amination in water. With 2-azidobiphenyls as substrates, the reaction efficiently provided various carbazoles with N2as the sole byproduct. The reaction showed high functional-group tolerance and could be used in the synthesis of several natural carbazole alkaloids. The catalytic process was promoted by water, and the reaction was inefficient in the organic solvents that were investigated.

One-pot synthesis of carbazoles via tandem C-C cross-coupling and reductive amination

We have developed a highly efficient synthetic route to carbazoles that employs sequential C-C/C-N bond formation via Suzuki cross-coupling and Cadogan cyclization using commercially available or easily preparable starting materials. The developed method is compatible with electron neutral, rich or deficient substrates. The synthetic utility of this method was demonstrated by the concise syntheses of four natural products (glycozoline, glycozolicine, glycozolidine and clausenalene).

FLUORINATION OF ORGANIC COMPOUNDS

Methods for fluorinating organic compounds utilizing a novel organic reagent are described herein. The invention further discloses the utility of this reagent for incorporation of the 18 F isotope into hydroxyl group -containing organic molecules for PET imaging studies. Preparation of the reagents is described along with isolable intermediate structures from reaction of the reagent with a hydroxyl group-containing organic molecule.