316-61-0

Usage

Uses

Used in Pharmaceutical Industry:
2'-Fluoro[1,1'-biphenyl]-2-amine is used as a key intermediate in the development of new pharmaceutical drugs. Its unique structure allows for the creation of novel drug candidates with potential therapeutic benefits.
Used in Organic Synthesis:
In the field of organic synthesis, 2'-Fluoro[1,1'-biphenyl]-2-amine serves as a versatile building block for the synthesis of more complex organic molecules. Its fluoro substitution and amine functional group provide opportunities for further chemical reactions and modifications, leading to the production of specialty chemicals.
It is crucial to handle and use 2'-Fluoro[1,1'-biphenyl]-2-amine with caution, adhering to proper safety protocols and guidelines to ensure safe and effective utilization in various applications.

Upstream product

• 462-06-6 fluorobenzene 
• 100-63-0 phenylhydrazine 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 1993-03-9 o-fluorophenylboronic acid 
• 615-36-1 2-bromoaniline 
• 615-43-0 2-iodophenylamine 
• 1072-85-1 o-fluorobromobenzene 
• 388-33-0 2-fluoro-2′-nitrobiphenyl 

Downstream Products

• 76838-48-7 N-benzoyl-N'-(2'-fluoro-2-biphenylyl)thiourea 

Relevant academic research and scientific papers

HOST MATERIALS FOR ELECTROLUMINESCENT DEVICES

A compound of Formula I wherein X1 and X2 are independently CRX or N, and at least one of X1 or X2 is CRX; Y is selected from the group consisting of O, S, Se, NR′, BR′, CR′R″, and SiR′R″; R′, and R″ are each independently selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof; R is selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; RA, and RC each independently represent mono to the maximum allowable substitution, or no substitution; and each RX, RA, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and wherein any two substituents RX, RA, and RC may be optionally joined to form a ring, with the proviso that R does not join with RA to form a ring.

Broad activity of diphenyleneiodonium analogues against Mycobacterium tuberculosis, malaria parasites and bacterial pathogens

In this study, a structure-activity relationship (SAR) compound series based on the NDH-2 inhibitor diphenyleneiodonium (DPI) was synthesised. Compounds were evaluated primarily for in vitro efficacy against Gram-positive and Gram-negative bacteria, commonly responsible for nosocomial and community acquired infections. In addition, we also assessed the activity of these compounds against Mycobacterium tuberculosis (Tuberculosis) and Plasmodium spp. (Malaria). This led to the discovery of highly potent compounds active against bacterial pathogens and malaria parasites in the low nanomolar range, several of which were significantly less toxic to mammalian cells.

Metal-Oxidant-Free Cobalt-Catalyzed C(sp2)-H Carbonylation of ortho-Arylanilines: An Approach toward Free (NH)-Phenanthridinones

A traceless directing group assisted Co-catalyzed C(sp2)-H carbonylation of ortho-arylanilines for the synthesis of free (NH)-phenanthridinones in metal-based-oxidant-free fashion was accomplished. This protocol employs diisopropyl azodicarboxylate as the CO source and oxygen as the sole oxidant, and provides good yields with various functional tolerance. The methodology has been applied for the total synthesis of PARP inhibitor PJ-34. Furthermore, the kinetic isotopic effect experiments reveal the C-H bond cleavage probably occurred in the rate-determining step.

Synthesis of Fluorenes Starting from 2-Iodobiphenyls and CH2Br2 through Palladium-Catalyzed Dual C-C Bond Formation

A facile and efficient approach is developed for the synthesis of fluorene and its derivatives starting from 2-iodobiphenyls and CH2Br2. A range of fluorene derivatives can be synthesized under relatively mild conditions. The reaction proceeds via a tandem palladium-catalyzed dual C-C bond formation sequence through the key dibenzopalladacyclopentadiene intermediates, which are obtained from 2-iodobiphenyls through palladium-catalyzed C-H activation.

Synthesis of Triphenylenes Starting from 2-Iodobiphenyls and Iodobenzenes via Palladium-Catalyzed Dual C-H Activation and Double C-C Bond Formation

A novel and facile approach for the synthesis of triphenylenes has been developed via palladium-catalyzed coupling of 2-iodobiphenyls and iodobenzenes. The reaction involves dual palladium-catalyzed C-H activations and double palladium-catalyzed C-C bond formations. A range of unsymmetrically functionalized triphenylenes can be synthesized with the reaction. The approach features readily available starting materials, high atom- and step-economy, and access to various unsymmetrically functionalized triphenylenes.

High-turnover aminopyridine-based Pd-catalysts for Suzuki-Miyaura reaction in aqueous media

A high-turnover catalytic system based on commercially available aminopyridines (L) and PdCl2 has been developed for Suzuki-Miyaura reaction in aqueous media. Reactions of arylboronic acids with a wide range of aryl iodides, bromides and chlorides proceeded in the presence of these catalysts for a short time in aqueous media to afford the cross-coupling products in high yields. Furthermore, this protocol allows tolerating a wide range of functional groups.

Transition-metal-free synthesis of phenanthridinones from biaryl-2-oxamic acid under radical conditions

Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products. (Chemical Equation Presented).

Direct synthesis of N -H carbazoles via iridium(III)-catalyzed intramolecular C-H amination

The iridium-catalyzed dehydrogenative cyclization of 2-aminobiphenyls proceeds smoothly in the presence of a copper cocatalyst under air as a terminal oxidant through intramolecular direct C-H amination to produce N-H carbazoles. A similar iridium/copper system can also catalyze the unprecedented dimerization reaction of 2-aminobiphenyl involving 2-fold C-H/N-H couplings.

Reaction of phenylhydrazines with arenes in the presence of aluminium trichloride

Phenylnitrenium ions are generated from phenylhydrazines by treatment with AlCl3. Reaction of a phenylnitrenium ion with arenes results in both aromatic N-substitution and C-substitution. In contrast, an N-methylphenylnitrenium ion undergoes exclusively aromatic C-substitution. Reaction of a phenylnitrenium ion with arenes present only in slight excess produces anilinated products in moderate to good yields.