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2-(benzofuran-2-yl)pyridine is an organic compound characterized by a pyridine ring fused with a benzofuran moiety. This heterocyclic compound features a nitrogen atom in the pyridine ring and an oxygen atom in the benzofuran ring, which contributes to its unique chemical properties. It is often used in the synthesis of various pharmaceuticals and agrochemicals due to its potential to form stable complexes with metal ions. The compound's structure allows for a range of applications, including its use as a ligand in coordination chemistry and as a building block in the development of new materials with specific electronic or optical properties. Its chemical formula is C13H9NO, and it is known for its potential role in the creation of chelating agents and its involvement in various chemical reactions that can lead to the formation of diverse molecular architectures.

7035-05-4

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7035-05-4 Usage

Type of compound

Heterocyclic compound

Structure

Pyridine ring fused to a benzofuran ring

Usage

Building block for organic synthesis and medicinal chemistry (e.g. creation of pharmaceutical products and organic materials)

Biological activities

Potential anti-inflammatory and anticancer properties

Pharmacological properties

Potential as a therapeutic agent

Value

Unique and complex structure makes it a valuable component in the development of novel compounds for pharmaceutical and industrial applications.

Check Digit Verification of cas no

The CAS Registry Mumber 7035-05-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,0,3 and 5 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 7035-05:
(6*7)+(5*0)+(4*3)+(3*5)+(2*0)+(1*5)=74
74 % 10 = 4
So 7035-05-4 is a valid CAS Registry Number.

7035-05-4Relevant academic research and scientific papers

Transition metal complex, polymer, mixture, composition and organic electronic device

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Paragraph 0297-0300, (2021/06/23)

The invention discloses a transition metal complex, a polymer, a mixture, a composition and an organic electronic device. According to the transition metal complex, due to the fact that the metal organic complex contains a ketone group and has excellent electron transmission capacity, the compound contains an arylamine group and also has excellent hole transmission capacity, and the transition metal complex has a stable six-membered ring structure, when the transition metal complex serves as a light-emitting layer doping material and is applied to an organic electronic device, especially an OLED, the light-emitting efficiency of the device can be improved, and the service life of the device can be prolonged.

Access to Branched Allylarenes via Rhodium(III)-Catalyzed C-H Allylation of (Hetero)arenes with 2-Methylidenetrimethylene Carbonate

Zhang, Shang-Shi,Zheng, Yi-Chuan,Zhang, Zi-Wu,Chen, Shao-Yong,Xie, Hui,Shu, Bing,Song, Jia-Lin,Liu, Yan-Zhi,Zeng, Yao-Fu,Zhang, Luyong

supporting information, p. 5719 - 5723 (2021/08/16)

A rhodium(III)-catalyzed C-H allylation of (hetero)arenes by using 2-methylidenetrimethylene carbonate as an efficient allylic source has been developed for the first time. Five different directing groups including oxime, N-nitroso, purine, pyridine, and pyrimidine were compatible, delivering various branched allylarenes bearing an allylic hydroxyl group in moderate to excellent yields.

The synthesis of cyclometalated platinum(ii) complexes with benzoaryl-pyridines as C^N ligands for investigating their photophysical, electrochemical and electroluminescent properties

Wang, Dezhi,Chen, Xi,Yang, Hua,Zhong, Daokun,Liu, Boao,Yang, Xiaolong,Yue, Ling,Zhou, Guijiang,Ma, Miaofeng,Wu, Zhaoxin

supporting information, p. 15633 - 15645 (2020/11/24)

A series of (C^N)Pt(acac)-type complexes has been successfully synthesized with a benzo[b]furan, benzo[b]thiophene, benzo[b]selenophene, or benzo[b]tellurophene group in the benzoaryl-pyridine ligand. Using X-ray crystallography, the chemical structures o

A novel and robust heterogeneous Cu catalyst using modified lignosulfonate as support for the synthesis of nitrogen-containing heterocycles

Bai, Rongxian,Gu, Yanlong,Lai, Bingbing,Li, Minghao,Liu, Ping,Ye, Meng

supporting information, p. 2888 - 2902 (2020/12/22)

A waste biomass, sodium lignosulfonate, was treated with sodium 2-formylbenzenesulfonate, and the phenylaldehyde condensation product was then used as a robust supporting material to immobilize a copper species. The so-obtained catalyst was characterized by many physicochemical methods including FTIR, EA, FSEM, FTEM, XPS, and TG. This catalyst exhibited excellent catalytic activity in the synthesis of nitrogen-containing heterocycles such as tricyclic indoles bearing 3,4-fused seven-membered rings, 2-arylpyridines, aminonaphthalenes and 3-phenylisoquinolines. In addition, this catalyst showed to be recyclable and could be reused several times without significant loss in activity during the course of the reaction process.

Palladium complexes with an annellated mesoionic carbene (MIC) ligand: Catalytic sequential Sonogashira coupling/cyclization reaction for one-pot synthesis of benzofuran, indole, isocoumarin and isoquinolone derivatives

Bera, Jitendra K.,Daw, Prosenjit,Reshi, Noor U Din,Tyagi, Akshi

supporting information, p. 15238 - 15248 (2020/11/18)

Two Pd(ii) complexes (1 and 2) featuring a fused π-conjugated imidazo[1,2-a][1,8]naphthyridine-based mesoionic carbene ligand have been synthesized and structurally characterized. Both complexes effectively catalyze the one-pot synthesis of benzofuran starting from phenylacetylene and 2-iodophenol under mild conditions. Complex 1 is found to be an excellent catalyst for the straightforward access to a library of benzofuran, indole, isocoumarin and isoquinolone derivatives by the reaction of terminal alkynes with 2-iodo derivates of phenol, N-methyl aniline, benzoic acid and N-methyl benzamide, respectively. The general utility of the catalytic method is demonstrated using a variety of diversely substituted terminal alkynes and the corresponding desired products are obtained in good to excellent yields. On the basis of control experiments, a two-cycle mechanism is proposed which involves the Sonogashira coupling of 2-iodo derivatives with alkynes and the subsequent cyclization of the corresponding 2-alkynyl compounds.

Highly Active Monoligated Arylpalladacyles for Cross-Coupling Reactions

Zhang, Chunming,Ogawa, Kelli,Tu, Siyu,Zu, Chengli,Ringer, Jim,Derstine, Chris,Do, Hien,Fontaine, Philip P.,Klosin, Jerzy

, p. 2181 - 2190 (2019/10/21)

A series of new monoligated arylpalladacyclic complexes with amide, urea, and carbamate frameworks have been developed and were found to be highly active for Suzuki-Miyaura cross-couplings. These palladacycle precatalysts are derived from simple, inexpensive starting materials and are air- A nd moisture-stable. The most active congeners among those tested are the urea-based palladacycles, which in conjunction with a tBu3P ligand induce high conversions for a range of aryl halide and boronate coupling partners. Notably, aryl chlorides are viable coupling partners even under relatively mild conditions at short reaction times (e.g., 1 h at 60 °C). One of the best catalysts described here exhibits improved turnover frequency for a particularly difficult coupling reaction involving an aryl chloride and a sterically congested boronic ester.

The Highly Efficient Suzuki–Miyaura Cross-Coupling of (Hetero)aryl Chlorides and (Hetero)arylboronic Acids Catalyzed by “Bulky-yet-Flexible” Palladium–PEPPSI Complexes in Air

Ouyang, Jia-Sheng,Li, Yan-Fang,Huang, Fei-Dong,Lu, Dong-Dong,Liu, Feng-Shou

, p. 371 - 375 (2017/12/15)

A series of Pd–PEPPSI complexes were designed and synthesized. The relationship between catalyst structure and properties was systematically investigated. It was revealed that “bulky-yet-flexible” C3 bearing ancenaphthyl backbone was a highly efficient precatalyst and could be successfully employed in Suzuki–Miyaura reactions of (hetero)aryl chlorides with (hetero)arylboronic acids at a low palladium loading in the presence of a weak inorganic base in air.

Synthesis of substituted benzofurans and indoles by Zn-catalyzed tandem Sonogashira-cyclization strategy

Thankachan, Amrutha P.,Sindhu, Kallikkakam S.,Ujwaldev, Sankuviruthiyil M.,Anilkumar, Gopinathan

supporting information, p. 536 - 540 (2017/01/16)

Transition metal catalyzed cross-coupling reactions are one of the predominant strategies for the construction of heterocyclic structures which possess wide applications in the synthesis of natural products, pharmaceuticals, polymers, etc. Due to the vast importance of substituted benzofurans and indoles, numerous synthetic methodologies have been introduced for their synthesis. Among these methods, transition metal catalyzed cyclization reactions possess a unique position. In this manuscript, we disclose the first and efficient zinc-catalyzed protocol for the cyclization reactions of alkynes with 2-iodophenol and 2-iodoaniline leading to benzofurans and indoles respectively via a tandem Sonogashira coupling-cyclization process. Among the different metal catalysts, zinc has enormous potential due to its great availability, non-toxicity, eco-friendly and inexpensive nature. Zn(II) with N,N′-dimethylethylenediamine represents a suitable and efficient catalytic system for the desired tandem CC coupling-cyclization reactions, and a broad spectrum of functional groups are tolerated during the catalysis. A variety of substituted benzofurans and indoles have been successfully prepared in moderate to good yields under this new protocol.

Cobalt-catalyzed C-H cyanation of (Hetero)arenes and 6-Arylpurines with N -cyanosuccinimide as a new cyanating agent

Pawar, Amit B.,Chang, Sukbok

supporting information, p. 660 - 663 (2015/03/04)

A cobalt-catalyzed C-H cyanation reaction of arenes has been developed using N-cyanosuccinimide as a new electrophilic cyanating agent. The reaction proceeds with high selectivity to afford monocyanated products with excellent functional group tolerance. Substrate scope was found to be broad enough to include a wide range of heterocycles including 6-arylpurines.

N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex Catalyzed Direct C-H Bond Arylation of Benzo[b]furans with Aryl Chlorides

Yin, Shun-Chao,Zhou, Quan,Zhao, Xiao-Yun,Shao, Li-Xiong

, p. 8916 - 8921 (2015/09/15)

The first example of sole direct C-H bond arylation of benzo[b]furans with aryl chlorides was achieved catalyzed by a well-defined NHC-Pd(II)-Im complex. Under the suitable conditions, all reactions involving kinds of benzo[b]furans and (hetero)aryl chlor

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