34243-33-9

Usage

Heterocyclic compound

Consisting of a quinoline ring fused with a thiophene ring
2-(thiophen-2-yl)quinoline is a heterocyclic compound, meaning it contains a ring structure with more than one type of atom, in this case, a quinoline ring fused with a thiophene ring.

Use in synthesis

Commonly used in the synthesis of various organic compounds
2-(thiophen-2-yl)quinoline is often utilized as a building block or intermediate in the creation of other organic compounds, particularly in the pharmaceutical industry.

Pharmaceutical industry application

Development of potential drugs and pharmaceuticals
Due to its unique structure and properties, 2-(thiophen-2-yl)quinoline is used in the research and development of new drugs and pharmaceuticals.

Biological activities

Potential anticancer, anti-inflammatory, and antimicrobial properties
Studies have been conducted on 2-(thiophen-2-yl)quinoline to explore its possible therapeutic effects, such as fighting cancer, reducing inflammation, and inhibiting the growth of microorganisms.

Fluorescent properties

Investigated for use as a fluorescent probe in analytical and bioimaging applications
The compound's fluorescent nature has led to its investigation as a potential probe for various analytical and bioimaging techniques, which could aid in the study of biological processes and systems.

Research interest

Significant interest in various research fields due to potential biological and chemical applications
2-(thiophen-2-yl)quinoline's unique structure and properties have garnered attention in multiple research areas, as scientists explore its potential uses in both biological and chemical applications.

Upstream product

• 2786-07-4 2-thienyl lithium 
• 91-22-5 quinoline 
• 31792-47-9 2-(thiophen-2-yl)quinoline-4-carboxylic acid 
• 55357-80-7 5-quinolin-2-yl-thiophene-3-carboxylic acid 
• 188290-36-0 thiophene 
• 6560-83-4 2-iodoquinoline 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 109586-44-9 trifluoromethanesulfonic acid quinolin-2-yl ester 
• 113493-46-2 2-quinolyl ethyl sulfoxide 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 182504-04-7 1-Allyl-2-thiophen-2-yl-1,2-dihydro-quinoline 
• 1613-37-2 Quinoline N-oxide 
• 612-62-4 2-Chloroquinoline 
• 22190-12-1 2-phenylsulfanyl-quinoline 

Downstream Products

• 81216-93-5 2-(3-bromo-2-thienyl)quinoline 
• 1375488-77-9 8-[5-(quinolin-2-yl)thiophene]-4,4-difluoro-1,3,5,7-tetra(4-methoxystyry)-4-bora-3a,4a-diaza-s-indacene 
• 1662702-45-5 2-(5-(2-chlorobenzoyl)-2-thienyl)quinoline 

Relevant academic research and scientific papers

Pure red phosphorescent organic light-emitting diodes made of iridium(iii) complex with thiophene-quinoline ligand

A cyclometalated iridium(III) complex, bis(2-thiophen-2-yl-quinolinato)(acetoacetonate)iridium(III) [(tq)2Ir(III)(acac)] was synthesized for use in phosphorescent organic light-emitting diodes. The photophysical and electrochemical properties of the iridium(III) complex were characterized by UVvisible absorption, photoluminescence, and cyclic voltammetry. The maximum UV-visible absorption of (tq)2Ir(acac) was observed at 289 nm. (Tq)2Ir(acac) in dichloromethane showed its maximum photoluminescence (PL) emission at 629 nm. The optical band gap energy of (tq)2Ir(III)(acac) was measured to be 2.11 eV, and the HOMO energy level of (tq)2Ir(III)(acac) was calculated to be ?508 eV. The T1 state of (tq)2Ir(III)(acac), calculated from the PL emission maximum (2.01 eV), was well matched with the T1 level of CBP (2.6 eV). The phosphorescent organic light-emitting diode with a configuration of ITO/PEDOT:PSS/-NPD/TCTA/CBP:(tq)2Ir(III)(acac)(8 wt%)/BCP/Alq3/LiF/Al was fabricated and characterized. Light emission from the device was observed at a low turn-on voltage of 4.3 V. The device showed a maximum brightness of 24,000 cd/m2 at 16.3 V and an external quantum efficiency of 11.1% with a Commission Internationale de l'Eclairage (CIE) coordinate of (0.690, 0.310) Copyright

Regioselective Ru(II)/Pd(0) Dual Catalysis: One-Pot C-H Diarylation of Five-Membered Heterocyclic Derivatives

Herein, we report a one-pot site-selective dual metal catalyzed C-H diarylation reaction for the synthesis of multiarylated thiophene and furan derivatives in yields up to 92%. The regioselectivity of the developed methodology was achieved with the sequential use of two metal catalysts within a single vessel, starting with a Ru(II)-catalyzed C3 arylation assisted by an azine directing group, followed by a Pd(0)-catalyzed C-H functionalization on the C5-position of the five-membered heterocycle. Furthermore, the kinetic studies support that the position of the nitrogen atom within the azine moiety exhibits an evident effect on the efficiency of the ruthenium-catalyzed arylation step.

Rapid one-pot synthesis of antiparasitic quinolines based upon the microwave-assisted coupling-isomerization reaction (MACIR)

2-Substituted quinolines and related derivatives can be rapidly prepared from (hetero)aryl halides and propargyl alcohols in the sense of a one-pot microwave-assisted coupling-isomerization reaction (MACIR). First biological tests against trypanosomes and protozoans have revealed antiparasitic activity in the lower micromolar range. Georg Thieme Verlag Stuttgart.

Luminescent ion pairs with tunable emission colors for light-emitting devices and electrochromic switches

Most recently, stimuli-responsive luminescent materials have attracted increasing interest because they can exhibit tunable emissive properties which are sensitive to external physical stimuli, such as light, temperature, force, and electric field. Among these stimuli, electric field is an important external stimulus. However, examples of electrochromic luminescent materials that exhibit emission color change induced by an electric field are limited. Herein, we have proposed a new strategy to develop electrochromic luminescent materials based on luminescent ion pairs. Six tunable emissive ion pairs (IP1-IP6) based on iridium(iii) complexes have been designed and synthesized. The emission spectra of ion pairs (IPs) show concentration dependence and the energy transfer process is very efficient between positive and negative ions. Interestingly, IP6 displayed white emission at a certain concentration in solution or solid state. Thus, in this contribution, UV-chip (365 nm) excited light-emitting diodes showing orange, light yellow and white emission colors were successfully fabricated. Furthermore, IPs displayed tunable and reversible electrochromic luminescence. For example, upon applying a voltage of 3 V onto the electrodes, the emission color of the solution of IP1 near the anode or cathode changed from yellow to red or green, respectively. Color tunable electrochromic luminescence has also been realized by using other IPs. Finally, a solid-film electrochromic switch device with a sandwiched structure using IP1 has been fabricated successfully, which exhibited fast and reversible emission color change.

The Influence of the Quinoline Moiety on Direct Pd-Catalyzed Arylation of Five-Membered Heterocycles

Herein we report a study on the reactivity of C2-quinoline-substituted furan, thiophene and pyrrole derivatives in palladium-catalyzed direct C–H arylation. The regioselectivity of the reaction was strongly influenced by site position of the attached five-membered heterocycle thus giving rise to C3- and/or C5-arylated products. Furthermore, the Hammett correlation performed on 5-substituted-8-(furan-2-yl)quinolines indicates that a marginally positive charge is building up in the rate determining transition state and thus pointing towards the electrophilic metalation-deprotonation reaction mechanism.

SmI2-mediated C-alkylation of Ketones with Alcohols under Microwave Conditions: A Novel Route to Alkylated Ketones

A novel protocol is developed towards the preparation of alkylated ketones from alcohols in presence of catalytic amount of SmI2 and base with the elimination of water as a single by-product under microwave irradiation conditions. Furthermore, applicability of this methodology to the synthesis of Donepezil and late-stage functionalization in Pregnenolone is also reported. Successful application of this methodology in Friedl?nder quinolone synthesis using 2-aminobenzyl alcohol and various acetophenones expand the synthetic utility of this protocol.

Nickel-catalyzed α-alkylation of ketones with benzyl alcohols

We reported an efficient method for α-alkylation of ketones with benzyl alcohols using the pyridine-bridged pincer-type N-heterocyclic carbenes nickel complexes as catalysts. A wide range of ketones and benzyl alcohols were efficiently converted into various alkylated products in moderate to high yields. In addition, these nickel complexes were also successfully applied for the synthesis of a wide range of quinoline derivatives.

Pincerlike manganese complex and preparation method thereof, related ligand and preparation method thereof, catalyst composition and application

The invention discloses a pincerlike manganese complex, a preparation method thereof, a ligand for preparation, a preparation method of the ligand, a catalyst composition taking the complex as an active component and application of the catalyst composition. According to the pincerlike manganese complex, a cycloalkyl ring is introduced into a ligand framework, and by regulating and controlling the cyclic tension, flexibility and steric hindrance of the cycloalkyl ring, the reactivity and stability of the manganese metal center can be effectively adjusted, and the catalytic activity and substrate applicability of a manganese metal system are remarkably improved. The catalyst composition taking the pincerlike manganese complex as an active component has the advantages of high catalyst activity, wide substrate application range, mild reaction conditions and the like in the process of preparing quinoline or pyridine derivatives by catalyzing dehydrogenation coupling reaction of o-amino aromatic alcohol or gamma-amino alcohol, ketone or secondary alcohol; and the synthesis advantages of low cost and stable performance are embodied, the operation is simple, and the yield is high.

Ruthenium complex and preparation method thereof and catalytic application

The invention discloses a ruthenium complex and a preparation method thereof and catalytic application. The ruthenium complex is reported for the first time. Research finds that the ruthenium complexhas the activity of catalytically synthesizing quinazoline and derivatives thereof or catalytically synthesizing quinoline and derivatives thereof. When the ruthenium complex provided by the inventionis used for catalytic synthesis of quinazoline and derivatives thereof or quinoline and derivatives thereof, the ruthenium complex has the advantages of mild reaction conditions, wide substrate range, high catalytic product yield and good functional group tolerance, and is significantly superior to the prior art.

Porous FeO(OH) Dispersed on Mg-Al Hydrotalcite Surface for One-Pot Synthesis of Quinoline Derivatives

The use of ubiquities elements such as iron instead of expensive precious metals as catalysts is one goal toward realizing environmentally benign synthetic chemistry. Here, we report that porous FeO(OH) dispersed on Mg?Al hydrotalcite acts as a bifunctional heterogeneous catalyst in the one-pot synthesis of 2-substituted quinoline derivatives through dehydrogenative oxidation-cyclization reactions. The catalyst was prepared by a simple grafting method using FeCl3 and Mg?Al hydrotalcite. The prepared porous FeO(OH) possesses a higher surface area than those previously reported for α-FeO(OH) particles. The one-pot quinoline synthesis proceeded effectively under non-noble-metal catalysis in air without requiring additional homogeneous bases or solvents.