38527-58-1

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(2-Bromophenyl)furan is utilized as a key intermediate in the production of various pharmaceuticals. Its chemical structure allows for the creation of new drug molecules with potential therapeutic applications.
Used in Organic Compounds Synthesis:
2-(2-BROMOPHENYL)FURAN serves as a fundamental building block in the synthesis of a range of organic compounds, contributing to the development of novel materials and chemical entities.
Used in Materials Science:
2-(2-Bromophenyl)furan is employed in materials science for its potential to enhance the properties of various materials, leveraging its unique electronic and structural attributes.
Used in Organic Electronics:
Due to its electronic properties, 2-(2-Bromophenyl)furan is used in the development of organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic solar cells, where its structure can improve device performance.
Used in Biological Research:
2-(2-Bromophenyl)furan has been studied for its potential biological activities, such as anti-inflammatory and antioxidant properties, indicating its use in the development of new therapeutic agents or supplements.

InChI:InChI=1/C10H7BrO/c11-9-5-2-1-4-8(9)10-6-3-7-12-10/h1-7H

Upstream product

• 110-00-9 furan 
• 50709-33-6 2-bromophenylhydrazine hydrochloride 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 583-53-9 2,3-dibromobenzene 
• 196953-04-5 1-(2-bromophenyl)-buta-2,3-dien-1-one 
• 10448-07-4 2-bromobenzenediazonium tetrafluoroborate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 615-36-1 2-bromoaniline 

Relevant academic research and scientific papers

Black phosphorus as a metal-free, visible-light-active heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes

Black phosphorus (BP) is for the first time employed as a metal-free, heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes with aryl diazonium salts. The arylated heteroarenes are obtained in moderate to good yields under visible-light illumination, and the protocol is shown to be applicable for the scale-up synthesis.

Carbazole based Electron Donor Acceptor (EDA) catalysis for the synthesis of biaryl and aryl-heteroaryl compounds

A highly regioselective, carbazole based Electron Donor Acceptor (EDA) catalyzed synthesis of biaryl and aryl-heteroaryl compounds is described. Various indole and carbazole derivatives were screened for the Homolytic Aromatic Substitution (HAS) reaction. Tetrahydrocarbazole (THC) was very efficient for the HAS transformation and proceeded via a complex formation between diazonium salt and electron rich tetrahydrocarbazole. The UV-Vis spectroscopy technique has been used to confirm the complex formation. The in situ generated EDA complex even in a catalytic amount is found to be efficient for the Single Electron Transfer (SET) process without any photoactivation. Biaryl compounds, 2-phenylfuran, 2-phenylthiophene, and 2-phenylpyrrole and bioactive compounds such as dantrolene and canagliflozin have been synthesized in moderate to excellent yields.

Cycloisomerization of Conjugated Allenones into Furans under Mild Conditions Catalyzed by Ligandless Au Nanoparticles

Au nanoparticles supported on TiO2 (1 mol %) catalyze the quantitative cycloisomerization of conjugated allenones into furans under very mild conditions. The reaction rate is accelerated by adding acetic acid (1 equiv), but the acid does not participate in the protodeauration step as in the corresponding Au(III)-catalyzed transformation. The process is purely heterogeneous, allowing thus the recycling and reuse of the catalyst effectively in several runs.

Ditriaromatic amine compound containing five-membered ring spiral structure, application thereof and light-emitting device

The invention provides a ditriaromatic amine compound containing a five-membered ring spiral structure, which has a following structural formula shown as the specification. The compound has good thermal stability, high luminous efficiency and high lumines

Transition-Metal-Free Heterobiaryl Synthesis via Aryne Coupling

We disclose, for the first time, an efficient route for the construction of various heterobiaryl backbones in fair to excellent yields using the Aryne coupling methodology. This study outlined the remarkable effect of external chelating ligands and salt additives on the heterocyclic partner reactivity in the aryne coupling reaction.

Continuous Visible-Light Photoflow Approach for a Manganese-Catalyzed (Het)Arene C?H Arylation

Manganese photocatalysts enabled versatile room-temperature C?H arylation reactions by means of continuous visible-light photoflow, thus allowing for efficient C?H arylations in 30 minutes with ample scope. The robustness of the manganese-catalyzed photoflow strategy was shown by visible light-induced gram-scale synthesis, clearly outperforming the batch performance.

Porphyrin-Catalyzed Photochemical C–H Arylation of Heteroarenes

Organic dyes are a promising class of photoredox catalysts and offer a meaningful alternative to broadly applied Ru and Ir complexes. We found that porphyrins with tuned physicochemical properties, by tailoring various substituents at the periphery of the

Visible-Light-Promoted Arylation Reactions Photocatalyzed by Bismuth(III) Oxide

Bismuth(III) oxide has been successfully applied as a photocatalyst in the arylation of heteroarenes with diazonium salts. With a low catalyst loading (1 to 5 mol-%), this cheap and nontoxic semiconductor could efficiently promote the formation of the aryl radical under visible light irradiation. The arylated products are obtained in moderate to good yields, and the process admits straightforward scale-up (10 mmol; 1 mol-% Bi2O3). In two cases, the diazonium salt was generated in situ and used in the photocatalytic arylation in a tandem manner. Besides heteroarenes, Bi2O3 also catalyzed the arylation of differently substituted alkenes and alkynes, thus representing a viable and practical alternative to the more commonly used ruthenium complexes and organic dyes.

Polyaniline-Induced Arylation with Arenediazonium Salts Derived from Anilines

A catalytic amount of a reduced form of polyaniline (a redox-active π-conjugated polymer) was found to induce C?H direct arylation of (hetero)arenes with arenediazonium salts prepared from anilines with methanesulfonic acid (MeSO3H) and tert-butyl nitrite (tBuONO). The difficult part of this method is the coexistence of an oxidant and a reductant in this sequential diazotization and arylation system; diazotization requires weak oxidants such as alkyl nitrites, whereas the arylation is induced by a reductant. This was achieved by the careful control of the amount of tBuONO (1.0 equivalent) for the diazotization step, and sequential arylation using 5 mol % of the polyaniline. The reaction took place under mild conditions without any metals or strong bases at room temperature, and the amino group is a formal leaving group. The scope of the substrates demonstrates the versatility in the combination of anilines with a variety of functional groups and several (hetero)arenes. Two-directional arylation for the synthesis of an unsymmetrical 1,4-diarylated (furyl and pyrrolyl groups) benzene was achieved, using mono-Boc-protected 1,4-phenylenediamine as a substrate. This shows potential for the synthesis of more complicated oligoarene compounds.

Modular Construction of Fluoroarenes from a New Difluorinated Building Block by Cross-Coupling/Electrocyclisation/Dehydrofluorination Reactions

Palladium-catalysed coupling reactions based on a novel and easy-to-synthesise difluorinated organotrifluoroborate were used to assemble precursors to 6π-electrocyclisations of three different types. Electrocyclisations took place at temperatures between 90 and 240 °C, depending on the central component of the π-system; nonaromatic trienes were most reactive, but even systems that required the temporary dearomatisation of two arenyl subunits underwent electrocyclisation, albeit at elevated temperatures. Photochemical conditions were effective for these more demanding reactions. The package of methods delivered a structurally diverse set of fluorinated arenes, spanning a 20 kcal mol?1range of reactivity, by a flexible route.