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Usage

Uses

Used in Organic Chemistry Research:
2-(4-Trifluoromethyl-phenyl)-benzothiazole is used as a research compound for studying its chemical properties and potential applications in the field of organic chemistry.
Used in Pharmaceutical Development:
2-(4-Trifluoromethyl-phenyl)-benzothiazole is used as a potential anti-tumor agent for its biological activity, indicating its use in the development of pharmaceuticals for cancer treatment.
Used as a Fluorescent Probe:
In Analytical Chemistry, 2-(4-Trifluoromethyl-phenyl)-benzothiazole is used as a fluorescent probe for detecting metal ions, which is crucial for environmental and biological monitoring.
Used in Materials Science:
2-(4-Trifluoromethyl-phenyl)-benzothiazole is used in the development of organic light-emitting diodes (OLEDs) and other electronic devices, leveraging its fluorescent properties for advanced material applications.
Used in the Development of Electronic Devices:
In the Electronics Industry, 2-(4-Trifluoromethyl-phenyl)-benzothiazole is utilized for its potential in enhancing the performance of electronic devices, particularly in the area of display and lighting technologies.

Upstream product

• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 
• 137-07-5 2-amino-benzenethiol 
• 455-18-5 4-CF₃C₆H₄CN 
• 95-16-9 1,3-Benzothiazole 
• 98-56-6 4-chlorobenzotrifluoride 
• 455-13-0 4-Iodobenzotrifluoride 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 1173706-99-4 N-(2-iodophenyl)-4-(trifluoromethyl)benzamide 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 1141-88-4 2-Aminophenyl disulfide 
• 20637-27-8 2-deuteriobenzothiazole 
• 615-22-5 2-methylmercaptobenzothiazole 
• 6265-91-4 2-(4-chlorophenyl)benzothiazole 
• 120120-26-5 (trifluoromethyl)triethylsilane 

Relevant academic research and scientific papers

Iron(ii)-catalyzed sulfur directed C(sp3)-H bond amination/C-S cross coupling reaction

An efficient iron(ii)-catalyzed sulfur directed C(sp3)-H bond amination/C-S cross coupling reaction has been developed. The reaction had high tolerance of functional groups under moderate conditions. The results of a deuterium labeling study and in situ ESI-MS experiments indicated that the reaction mechanism probably corresponds to a Fe(ii)/Fe(iii) catalytic cycle.

Well-Defined N-Heterocyclic Carbene-Palladium Complexes as Efficient Catalysts for Domino Sonogashira Coupling/Cyclization Reaction and C-H bond Arylation of Benzothiazole

Well-defined and air-stable PEPPSI (Pyridine Enhanced Precatalyst Preparation Stabilization and Initiation) themed palladium bis-N-heterocyclic carbene complexes have been developed for the domino Sonogashira coupling/cyclization reaction of 2-iodophenol with a variety of terminal alkynes and C-H bond arylation of benzothiazole with aryl iodides. The PEPPSI themed palladium complexes, 2a and 2b were synthesized in good yields from the reaction of corresponding imidazolium salts with PdCl2 and K2CO3 in pyridine. The new air-stable palladium-NHC complexes were characterized by NMR spectroscopy, X-ray crystallography, elemental analysis, and mass spectroscopy studies. The PEPPSI themed palladium(II) bis-N-heterocyclic carbene complexes 2a and 2b exhibited excellent catalytic activities for domino Sonogashira coupling/cyclization reaction of 2-iodophenol with terminal alkynes yielding benzofuran derivatives. In addition, the palladium complexes, 2a and 2b successfully catalyzed the direct C-H bond arylation of benzothiazole with aryl iodides as coupling partners in presence of CuI as co-catalyst.

Catalyst-Free Synthesis of 2-Arylbenzothiazoles in an Air/DMSO Oxidant System

A straightforward strategy for the synthesis of 2-arylbenzothiazoles from 2-aminothiophenol and aryl aldehydes in air/DMSO oxidant system has been developed. This reaction is operationally simple, proceeds without catalysts, tolerates a wide range of func

Room temperature HFIP/Ag-promoted palladium-catalyzed C–H functionalization of benzothiazole with iodoarenes

A versatile synthetic protocol involving the room temperature direct arylation of benzothiazole with a wide variety of iodoarenes under Ag-promoted Pd-catalyzed conditions in HFIP as the reaction solvent has been presented. A sequential HFIP-promoted sele

Synthesis of 2-Arylbenzothiazoles from Nitrobenzenes, Benzylamines, and Elemental Sulfur via Redox Cyclization

A sustainable advanced synthetic method was developed based on redox cyclization for the synthesis of 2-arylbenzothiazoles in good to excellent yields from readily available nitrobenzenes, benzylamines, and elemental sulfur without the use of transition-metal catalysts. This method is remarkable: nitro group reduction, a benzylamine redox reaction, sulfuration, condensation, and cyclization, all proceed in a single step to generate a heterocycle. It is also highly atom-economical and does not require any external oxidizing or reducing agents.

Graphene oxide-catalyzed synthesis of benzothiazoles with amines and elemental sulfur via oxidative coupling strategy of amines to imines

The graphene oxide-catalyzed coupling and cyclization reactions of primary amines with elemental sulfur was developed to afford various optically property benzothiazoles. This coupling and cyclization strategies proceeded under the oxidant system graphene oxide/O2 and constructed carbon-heteroatom (N, S) bonds with amines and elemental sulfur. Due to benzothiazoles as common chromophores, these products exhibited intriguing fluorescence properties, including outstanding Stokes shifts (up to 161 nm) and quantum yields (up to 74%). Utilizing the products’ unique fluorescence response in different solvents, β-naphthothiazole 4a showed excellent aggregation-induced emission properties in 1,2-dichloroethane, which was 60 times higher than in tetrahydrofuran.

Inkable CF3-functionalized benzothiazole/benzimidazole-Ir(III) complexes for efficient bilayer-inkjet-printed OLEDs

The inkjet-printed organic light-emitting diodes (OLEDs) are gradually gaining popularity due to their low cost, free vacuum environment, patterning, and large-area display capability, but inkable phosphors are yet less reported. In order to develop inkab

ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles

The synthesis of 2-substituted benzothiazoles has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

Highly Ordered Mesoporous Cobalt Oxide as Heterogeneous Catalyst for Aerobic Oxidative Aromatization of N-Heterocycles

N-heterocycles are key structures for many pharmaceutical intermediates. The synthesis of such units normally is conducted under homogeneous catalytic conditions. Among all methods, aerobic oxidative aromatization is one of the most effective. However, in homogeneous conditions, catalysts are difficult to be recycled. Herein, we report a heterogeneous catalytic strategy with a mesoporous cobalt oxide as catalyst. The developed protocol shows a broad applicability for the synthesis of N-heterocycles (32 examples, up to 99 % yield), and the catalyst presents high turnover numbers (7.41) in the absence of any additives. Such a heterogenous approach can be easily scaled up. Furthermore, the catalyst can be recycled by simply filtration and be reused for at least six times without obvious deactivation. Comparative studies reveal that the high surface area of mesoporous cobalt oxide plays an important role on the catalytic reactivity. The outstanding recycling capacity makes the catalyst industrially practical and sustainable for the synthesis of diverse N-heterocycles.