17402-78-7

Usage

Uses

Used in Pharmaceutical Industry:
3-BROMO-2-NITRO-BENZO[B]THIOPHENE is used as a building block in the synthesis of pharmaceuticals for its potential biological activity and medicinal properties. It contributes to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 3-BROMO-2-NITRO-BENZO[B]THIOPHENE is utilized as a key component in the synthesis of agrochemicals, such as pesticides and herbicides, due to its chemical properties and potential applications in crop protection.
Used in Organic Compounds Synthesis:
3-BROMO-2-NITRO-BENZO[B]THIOPHENE is employed as a building block in the synthesis of various organic compounds, leveraging its unique structure and reactivity to create a wide range of chemical products.
Used in Optoelectronic Applications:
3-BROMO-2-NITRO-BENZO[B]THIOPHENE is used in the development of materials for optoelectronic applications, such as solar cells and light-emitting diodes, due to its photophysical properties that enable efficient light absorption and emission.
Used in Sensor Applications:
3-BROMO-2-NITRO-BENZO[B]THIOPHENE is also utilized in the development of sensor materials, where its photophysical properties can be exploited for detecting specific substances or changes in environmental conditions.

InChI:InChI=1/C8H4BrNO2S/c9-7-5-3-1-2-4-6(5)13-8(7)10(11)12/h1-4H

Upstream product

• 7342-82-7 3-Bromothianaphthene 
• 95-15-8 Benzo[b]thiophene 

Downstream Products

• 128554-85-8 (2-Nitro-benzo[b]thiophen-3-yl)-(2-pyrrolidin-1-yl-ethyl)-amine 
• 128554-87-0 (2-Nitro-benzo[b]thiophen-3-yl)-(2-piperidin-1-yl-ethyl)-amine 
• 128554-89-2 (2-Morpholin-4-yl-ethyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine 
• 128554-90-5 (3-Morpholin-4-yl-propyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine 
• 128554-86-9 1-[3-(2-Nitro-benzo[b]thiophen-3-ylamino)-propyl]-pyrrolidin-2-one 
• 149338-12-5 (2-nitrobenzothiophen-3-yl)(4-trifluoromethylphenyl)amine 
• 149338-10-3 4-(2-Nitro-benzo[b]thiophen-3-ylamino)-phenol 
• 149338-13-6 (2-nitrobenzothiophen-3-yl)(3-trifluoromethylphenyl)amine 
• 149338-07-8 (4-Chloro-phenyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine 
• 149338-11-4 (4-Methoxy-phenyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine 
• 10133-37-6 2-nitro-3-N-phenylamino-benzothiophene 
• 149338-08-9 (3-Chloro-phenyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine 
• 58763-85-2 2-nitro-3-N-benzylaminobenzothiophene 
• 149338-09-0 (4-Fluoro-phenyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine 

Relevant academic research and scientific papers

Phosphine-catalyzed dearomative (3 + 2) annulation of 2-nitrobenzofurans and nitrobenzothiophenes with allenoates

An efficient Ph2PMe-catalyzed dearomative (3 + 2) annulation of 2-nitrobenzofurans, 2-nitrobenzothiophenes, and 3-nitrobenzothiophenes with allenoates has been developed. With the developed protocol, a series of structurally important cyclopenta[b]benzofurans and cyclopenta[b]benzothiophenes were obtained in good to excellent yields (up to 98%) under mild conditions. In addition, preparative-scale experiments and transformations were conducted to exemplify the synthetic utility. The asymmetric version of this dearomative (3 + 2) annulation reaction was tentatively investigated by using chiral phosphine catalysts.

Regio- and Stereoselective Cascade of β,γ-Unsaturated Ketones by Dipeptided Phosphonium Salt Catalysis: Stereospecific Construction of Dihydrofuro-Fused [2,3-b] Skeletons

Chiral (dihydro)furo-fused heterocycles are significant structural motifs in numerous natural products, functional materials and pharmaceuticals. Therefore, developing efficient methods for preparing compounds with these privileged scaffolds is an important endeavor in synthetic chemistry. Herein, we develop an effective, modular method by a dipeptide-phosphonium salt-catalyzed regio- and stereoselective cascade reaction of readily available linear β,γ-unsaturated ketones with aromatic alkenes, affording a wide variety of structurally fused heterocyclic molecules in high yields with excellent stereoselectivities. Moreover, mechanistic investigations revealed that the bifunctional phosphonium salt controlled the regio- and stereoselectivities of this cascade reaction, particularly proceeding through the initial ketone α-addition followed by O-participated substitution; and the multiple hydrogen-bonding interactions between Br?nsted acid moieties of catalyst and nitro group of aromatic alkene were crucial in asymmetric induction. Given the generality, versatility, and high efficiency of this method, we anticipate that it will have broad synthetic utilities.

Catalytic Asymmetric Dearomative 1,3-Dipolar Cycloaddition of 2-Nitrobenzothiophenes and Isatin-Derived Azomethine Ylides

An enantioselective dearomative 1,3-dipolar cycloaddition of 2-nitrobenzothiophenes and isatin-derived azomethine ylides with a bifunctional hydrogen-bonding thiourea catalyst was established, giving polyheterocyclic compounds in excellent results (up to 99% yield, >20:1 dr for all cases and up to 99% ee). The enantioselectivity could be reversed by the bifunctional hydrogen-bonding squaramide catalyst containing the same chiral source as in the thiourea catalyst. DFT calculations revealed the origin of the observed stereochemistry and the reversal of enantioselectivity.

Palladium-Catalyzed Highly Stereoselective Dearomative [3 + 2] Cycloaddition of Nitrobenzofurans

Stereoselective construction of highly functionalized heterocyclic molecules is an ongoing concern for the chemical community. Among the various strategies developed with this goal, catalytic asymmetric dearomatization, an attractive method for constucting cyclic molecules with multiple stereocenters from readily available aromatic compounds, has received extensive attention in recent years. Here, we report a highly stereoselective construction of tetrahydrofurobenzofurans and tetrahydrofurobenzothiophenes via palladium-catalyzed dearomative [3 + 2] cycloaddition of nitrobenzofurans and nitrobenzothiophenes, respectively. Good to excellent yields (63%–92%), diastereoselectivity (13/1 → >20/1 dr), and enantioselectivity (75%–95% ee) were obtained, leading to products with vicinal stereogenic carbon centers. The reaction features wide substrate scope and diverse transformations of the products.

Substituted imidazole as a ligand containing transition metal complex and their use in OLED

Compounds having a metal M complexed to a ligand L containing a substituted imidazole carbene group, which is represented Formula (I), below: wherein ring B is a 5-member aromatic heterocyclic ring containing at least one heteroatom selected from the grou

HETERO-CYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present invention provides: a heterocyclic compound capable of greatly improving lifespan, efficiency, electrochemical stability and thermal stability of an organic light emitting device; and an organic light emitting device where the heterocyclic compound is contained in an organic compound layer. In addition, the heterocyclic compound is represented by chemical formula 1.COPYRIGHT KIPO 2016

HETERO-CYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

In the present invention, provided are: a heterocyclic compound which can significantly extend lifespan and improve efficiency, electrochemical stability, and thermal stability of the organic light-emitting device; and an organic light-emitting device containing the heterocyclic compound in an organic compound layer. The heterocyclic compound is represented by chemical formula 1.COPYRIGHT KIPO 2016

Synthesis and Characterization of a Two Stage, Nonlinear Photobase Generator

Amine photobase generators (PBGs) are uncommon yet useful compounds. Rarer still are examples of PBGs that are active at visible wavelengths. We report the synthesis and characterization of new photolabile amine protecting groups that are active under visible light. The new chromophore, benzothiophene imino-phenylacetonitrile (BTIPA), was synthesized in four steps without use of chromatography and found to release any one of several amines upon exposure to 405 nm light. The chromophore was also demonstrated to be useful as a Merrifield synthesis protecting group. Experimental evidence suggests a sequential, two stage photolysis mechanism which leads to a nonlinear response to dose.

ORGANIC COMPOUNDS AND ORGANIC ELECTRO LUMINESCENCE DEVICE COMPRISING THE SAME

The present invention relates to a novel organic compound and an organic electroluminescence device including the same. The compound including dihydrothienoquinoline core is applied as a material for an organic electroluminescence device, preferably as a host material of a light emitting layer, so that the organic electroluminescence device has the improved properties such as light emitting efficiency, driving voltage, and life.COPYRIGHT KIPO 2015

INHIBITORS OF THE KYNURENINE PATHWAY

The present application provides novel inhibitors of indoleamine 2,3-dioxygenase-1 and/or indoleamine 2,3-dioxygenase-2 and/or tryptophan 2,3-dioxygenase, metabolites thereof, and phannaceutically acceptable salts or prodrugs thereof. Also provided are methods for preparing these compounds. A therapeutically effective amount of one or more of the compounds of formula (I) is useful in treating diseases resulting from dysregulation of the kynurenine pathway. Compounds of formula (I) act by inhibiting the enzymatic activity or expression of indoleamine 2,3-dioxygenase-1 and/or indoleamine 2,3-dioxygenase-2 and/or tryptophan 2,3-dioxygenase.