157869-15-3 Archives - Page 8 of 9 - Ethers-buliding-blocks

Le, Christine M. et al. published their research in Journal of the American Chemical Society in 2016 |CAS: 157869-15-3

The Article related to chloromethylene oxindole regioselective diastereoselective preparation, palladium catalyst regioselective stereoselective cyclization arylalkynyl phenylcarbamoyl chloride, intramol regioselective stereoselective cross coupling arylalkynyl phenylcarbamoyl chloride and other aspects.Reference of 2-((4-Methoxyphenyl)ethynyl)aniline

On November 2, 2016, Le, Christine M.; Sperger, Theresa; Fu, Rui; Hou, Xiao; Lim, Yong Hwan; Schoenebeck, Franziska; Lautens, Mark published an article.Reference of 2-((4-Methoxyphenyl)ethynyl)aniline The title of the article was Stereoselective Synthesis of Methylene Oxindoles via Palladium(II)-Catalyzed Intramolecular Cross-Coupling of Carbamoyl Chlorides. And the article contained the following:

In the presence of PdCl2(PhCN)2 in toluene, arylalkynylphenylcarbamoyl chlorides such as I underwent regio- and stereoselective intramol. cross-coupling to yield chloromethyleneoxindoles such as II. The reaction proceeds under mild conditions, is insensitive to the presence of moisture and air, formed products in >95:5 Z:E selectivity in nearly all cases and is readily scalable. Product isomerization studies and calculations of the transition state structures and energies for pathways leading to product regioisomers and diastereomers were used to study the mechanism of the reaction. The calculations provide support for a mechanism involving oxidative addition into the carbamoyl chloride bond to generate a high valent PdIV species, which then undergoes facile C-C reductive elimination to form the final product. I underwent stereoselective substitution and Suzuki cross-coupling reactions. The structures of a (phenylchloromethylene)oxindole, a chlorophenylquinolinone byproduct, and the substitution product of II with benzylthiol were determined by X-ray crystallog. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Reference of 2-((4-Methoxyphenyl)ethynyl)aniline

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Gong, Xinxing et al. published their research in Chemistry – An Asian Journal in 2016 |CAS: 157869-15-3

The Article related to benzonaphthoazocinone preparation palladium catalyzed double carbometalation, fused eight membered polycycle preparation alkynylaniline bromobenzylidene cyclobutanone reaction, domino reactions, fused-ring systems, nitrogen heterocycles, palladium, polycycles and other aspects.Electric Literature of 157869-15-3

Gong, Xinxing; Chen, Mo; Yao, Liangqing; Wu, Jie published an article in 2016, the title of the article was Facile Assembly of Benzo[b]naphtho[2,3-d]azocin-6(5 H)-ones by a Palladium-Catalyzed Double Carbometalation.Electric Literature of 157869-15-3 And the article contains the following content:

The palladium-catalyzed reaction of 2-alkynylanilines with 2-(2-bromobenzylidene)cyclobutanone as an efficient route to 7,8-dihydrobenzo[b]naphtho[2,3-d]azocin-6(5 H)-ones was developed. The fused eight-membered ring was constructed conveniently. During the reaction process, double carbometalation was involved, which resulted in excellent selectivity with the formation of three new bonds. This transformation is highly efficient and leads to fused polycycles in good to excellent yields with good functional group tolerance. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Electric Literature of 157869-15-3

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Ajarul, Sk et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2020 |CAS: 157869-15-3

The Article related to benzoazepinone selective preparation, alkynyl aniline dicarbonyl compound annulation zinc catalyst, quinolinone selective preparation, aniline dicarbonyl compound alkynyl annulation iodine catalyst, acylindole selective preparation, acyl alkynyl aniline annulation zinc catalyst and other aspects.COA of Formula: C15H13NO

Ajarul, Sk; Kayet, Anirban; Pati, Tanmay K.; Maiti, Dilip K. published an article in 2020, the title of the article was A competitive and highly selective 7-, 6- and 5-annulation with 1,3-migration through C-H and N-H – alkyne coupling.COA of Formula: C15H13NO And the article contains the following content:

A highly competitive and selective C-C and N-C cross-coupled 7-, 6- and 5-annulation was described utilizing 2-ethynylanilides to afford functionalized 1H-benzo[b]azepin-2(5H)-ones I [R1 = Me, Et, Ph, 4-O2NC6H4; R2 = Ph, 4-MeC6H4, 4-FC6H4, etc.; R3 = H, 7-Me, 7-Cl, 8-Cl], 2-quinolinones II [R4 = Me, Et, Ph, etc.; R5 = H, Ph, 4-O2NC6H4, etc.; R6 = H, 6-Me, 7-Cl, etc.] and 3-acylindoles III [R7 = Me, Et, Ph, 4-MeC6H4; R8 = Ph, 4-MeOC6H4, 4-BrC6H4; R9 = H, Me, Cl, Br] resp., with high yields and operational simplicity. Zinc chloride was found to be the smart catalyst for 7- and 5-annulation with 1,3-migration through C-H and N-H functionalization, resp., whereas mol. iodine performed the C-H functionalized 6-annulation with a non-conventional 1,3 H-shift. The mechanism was investigated by intermediate trapping, control and labeling experiments The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).COA of Formula: C15H13NO

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Vonnegut, Chris L. et al. published their research in Angewandte Chemie, International Edition in 2015 |CAS: 157869-15-3

The Article related to crystal structure optimized phosphaquinoline phosphaquinolinone preparation fluorescence dimerization, mol structure optimized phosphaquinoline phosphaquinolinone preparation fluorescence dimerization, alkynes, dimerization, fluorescent probes, phosphazenes, phosphorus heterocycles and other aspects.HPLC of Formula: 157869-15-3

Vonnegut, Chris L.; Shonkwiler, Airlia M.; Khalifa, Muhammad M.; Zakharov, Lev N.; Johnson, Darren W.; Haley, Michael M. published an article in 2015, the title of the article was Facile Synthesis and Properties of 2-λ5-Phosphaquinolines and 2-λ5-Phosphaquinolin-2-ones.HPLC of Formula: 157869-15-3 And the article contains the following content:

Treatment of 2-ethynylanilines with P(OPh)3 gives either 2,2-diphenoxy-2-λ5-phosphaquinolines or 2-phenoxy-2-λ5-phosphaquinolin-2-ones under transition-metal-free conditions. This reaction offers access to an underexplored heterocycle, which opens up the study of the fundamental nature of the N:PV double bond and its potential for delocalization within a cyclic π-electron system. This heterocycle can serve as a carbostyril mimic, with application as a bioisostere for pharmaceuticals based on the 2-quinolinone scaffold. It also holds promise as a new fluorophore, since initial screening reveals quantum yields upwards of 40 %, Stokes shifts of 50-150 nm, and emission wavelengths of 380-540 nm. The phosphaquinolin-2-ones possess one of the strongest solution-state dimerization constants for a D-A system (130 Μ-1) owing to the close proximity of a strong acceptor (P:O) and a strong donor (phosphonamidate N-H), which suggests that they might hold promise as new H bonding hosts for optoelectronic sensing. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).HPLC of Formula: 157869-15-3

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Ali, Wajid et al. published their research in Journal of Organic Chemistry in 2017 |CAS: 157869-15-3

The Article related to indoloquinoline preparation, silver mediated cyclocondensation aryl isothiocyanate arylalkynylaniline microwave irradiation, cascade reaction aryl isothiocyanate arylalkynylaniline mediated silver carbonate, mechanism cascade reaction aryl isothiocyanate arylalkynylaniline mediated silver carbonate and other aspects.Electric Literature of 157869-15-3

On February 17, 2017, Ali, Wajid; Dahiya, Anjali; Pandey, Ramdhari; Alam, Tipu; Patel, Bhisma K. published an article.Electric Literature of 157869-15-3 The title of the article was Microwave-Assisted Cascade Strategy for the Synthesis of Indolo[2,3-b]quinolines from 2-(Phenylethynyl)anilines and Aryl Isothiocyanates. And the article contained the following:

Indoloquinolines I (R = Ph, 4-MeC6H4, 4-MeOC6H4, 4-FC6H4, 1-naphthyl; R1 = H, Me, F, Br; R2 = H, Me, t-Bu, MeO, Cl, F) were prepared in 59-83% yields by the cyclocondensation of o-(arylalkynyl)anilines 2-(RCC)-4-R1C6H3NH2 (R = Ph, 4-MeC6H4, 4-MeOC6H4, 4-FC6H4, 1-naphthyl; R1 = H, Me, F, Br) with aryl isothiocyanates 4-R2C6H4NCS (R2 = H, Me, t-Bu, MeO, Cl, F) mediated by Ag2CO3 in DMSO under microwave irradiation at 130°. A phenylethynylphenyl Ph thiourea underwent cyclocondensation in the presence of Ag2CO3, while a phenylethynylphenyl Ph carbodiimide underwent cyclization in both the presence of absence of Ag2CO3; Ag2S was formed as a monoclinic acanthite phase from the reaction as characterized by powder X-ray diffraction and energy-dispersive X-ray diffraction. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Electric Literature of 157869-15-3

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Gao, Fei et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2017 |CAS: 157869-15-3

The Article related to propynylphenylamino acetic acid preparation photochem decarboxylative cyclization carbonylation, acylindole preparation, propynylphenyloxy acetic acid preparation photochem decarboxylative cyclization carbonylation, acylbenzofuran preparation, propynylphenylthio acetic acid preparation photochem decarboxylative cyclization carbonylation and other aspects.Quality Control of 2-((4-Methoxyphenyl)ethynyl)aniline

Gao, Fei; Wang, Jiu-Tao; Liu, Lin-Lin; Ma, Na; Yang, Chao; Gao, Yuan; Xia, Wujiong published an article in 2017, the title of the article was Synthesis of carbonylated heteroaromatic compounds via visible-light-driven intramolecular decarboxylative cyclization of o-alkynylated carboxylic acids.Quality Control of 2-((4-Methoxyphenyl)ethynyl)aniline And the article contains the following content:

An efficient strategy for the easy access to carbonylated heteroaromatic compounds was developed via a visible-light-promoted intramol. decarboxylative cyclization reaction of o-alkynylated carboxylic acids. This method was characterized by its benign conditions and the tolerance to a wide range of functionalities. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Quality Control of 2-((4-Methoxyphenyl)ethynyl)aniline

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Discovery of 157869-15-3

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 157869-15-3, name is 2-((4-Methoxyphenyl)ethynyl)aniline, A new synthetic method of this compound is introduced below., Product Details of 157869-15-3

In a 10 mL reactor, add 2-((4-methoxyphenyl) ethynyl) aniline (111.6 mg, 0.5 mmol), phenylacetone (80.5 mg, 0.6 mmol), Cu (OAc) 2 (9.1 mg, 0.05 mmol), 2,2′-bipyridine (15.6 mg, 0.1 mmol), 4-OH-TEMPO (86.1 mg, 0.5 mmol) and 3 mL 1,2-dichlorobenzene. After heating at 120 C for 24 hours, the solvent was concentrated under reduced pressure to recover the solvent, which was separated (n-hexane / ethyl acetate = 50/1, v / v) to obtain 3- (2- (4-methoxyphenyl) as a white solid -1H-indol-1-yl) -1-phenylpropane-1-one (Id) (142.1 mg, 80%)

Reference:
Patent; Zhejiang University of Technology; Ling Fei; Song Dingguo; Xiao Lian; Zhong Weihui; (9 pag.)CN111004164; (2020); A;,
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Some tips on C15H13NO

According to the analysis of related databases, 157869-15-3, the application of this compound in the production field has become more and more popular.

Reference of 157869-15-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 157869-15-3 as follows.

General experimental procedure for tandem addition-cyclization of 2-alkynylbenzenamines (1) with CS2: A solution of 2-alkynylbenzenamines 1 (0.30 mmol), CS2 (3.0 mmol, 10 equiv), AgNO3 (5 mol %), DABCO (1.2 equiv) in DMF (2.0 mL) was stirred at room temperature. After completion of reaction as indicated by TLC, the reaction was quenched with water (10 mL), extracted with EtOAc (2×10 mL), and dried by anhydrous Na2SO4. Evaporation of the solvent followed by purification on silica gel provided the corresponding 4-benzylidene-4H-benzo[d][1,3]thiazine 2a.

According to the analysis of related databases, 157869-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ding, Qiuping; Liu, Xianjin; Yu, Jinsheng; Zhang, Qiulan; Wang, Dan; Cao, Banpeng; Peng, Yiyuan; Tetrahedron; vol. 68; 21; (2012); p. 3937 – 3941;,
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Application of 157869-15-3

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-((4-Methoxyphenyl)ethynyl)aniline, other downstream synthetic routes, hurry up and to see.

Related Products of 157869-15-3, The chemical industry reduces the impact on the environment during synthesis 157869-15-3, name is 2-((4-Methoxyphenyl)ethynyl)aniline, I believe this compound will play a more active role in future production and life.

General procedure: 2-(phenylethynyl)aniline (302.8 mg, 1.57 mmol, 1.0 equiv) was dissolved in DCM (5.0 mL) and cooled to 0 C. The solution was then added with Et3N (0.24 mL, 174.1 mg, 1.72 mmol, 1.1equiv), followed by acetyl chloride (0.18 mL, 198.0 mg, 2.52 mmol, 1.6 equiv). The resulting reaction mixture was allowed to stir at 0 C while slowly warming to room temperature over 5 h,at which point the reaction was complete as indicated by TLC. The reaction mixture was byaddition of water. The separated aqueous phase was extracted with DCM (3x times). The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4, filtered and concentrated to a crude solid. The crude solid product was purified by SiO2 column chromatography eluting with 20% EtOAc-hexane to give 354.4 mg (96%) of compound 1a as awhite solid.

Reference:
Article; Chaisan, Nattawadee; Kaewsri, Wilailak; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Ruchirawat, Somsak; Tetrahedron Letters; (2018); p. 675 – 680;,
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The important role of 2-((4-Methoxyphenyl)ethynyl)aniline

The chemical industry reduces the impact on the environment during synthesis 2-((4-Methoxyphenyl)ethynyl)aniline. I believe this compound will play a more active role in future production and life.

Application of 157869-15-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 157869-15-3, name is 2-((4-Methoxyphenyl)ethynyl)aniline, This compound has unique chemical properties. The synthetic route is as follows.

1 k (0.3 mmol, 67 mg), [RhCp*Cl2] 2 (0.015 mmol, 9.3 mg) and hexafluoroisopropanol (2 mL) were sequentially added to a 15 mL reaction tube.The reaction tube was sealed in an air atmosphere, and the reaction was stirred at 120 C for 20 h. After the completion of the reaction, the reaction tube was cooled to room temperature, and 10 mL of water was added thereto, followed by extraction with ethyl acetate (10 mL × 3), and the organic phase was washed successively with water and brine, and dried over anhydrous sodium sulfate. filter,Spin dry, separated by silica gel column (petroleum ether / ethyl acetate = 5 / 1)The white solid product 2k (35 mg, 72%).

The chemical industry reduces the impact on the environment during synthesis 2-((4-Methoxyphenyl)ethynyl)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Henan Normal University; Fan Xuesen; Jia Ruixue; Zhang Xinying; Li Bin; (18 pag.)CN110183443; (2019); A;,
Ether – Wikipedia,
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