Month: November 2022

Shang, Qian; Tang, Haifang; Liu, Yongping; Yin, MingMing; Su, Lebin; Xie, Shimin; Liu, Lixin; Yang, Wen; Chen, Yi; Dong, Jianyu; Zhou, Yongbo; Yin, Shuang-Feng published an article in 2022, the title of the article was Cu(I) catalysis for selective condensation/bicycloaromatization of two different arylalkynes: direct and general construction of functionalized C-N axial biaryl compounds.Application In Synthesis of 2-((4-Methoxyphenyl)ethynyl)aniline And the article contains the following content:

Selective condensation/bicycloaromatization of two different arylalkynes is firstly developed under ligand-free copper(I)-catalysis, which allows the direct synthesis of C-N axial biaryl compounds in high yields with excellent selectivity and functional group tolerance. Due to the critical effects of Cu(I) catalyst and HFIP, many easily occurring undesired reactions are suppressed, and the coupled five-six aromatic rings are constructed via the selective formation of two C(sp2)-N(sp2) bonds and four C(sp2)-C(sp2) bonds. The achievement of moderate enantioselectivity verifies its potential for the simplest asym. synthesis of atropoisomeric biaryls. Western blotting demonstrated that the newly developed compounds are promising targets in biol. and pharmaceuticals. This unique reaction can construct structurally diverse C-N axial biaryl compounds that have never been reported by other methods, and might be extended to various applications in materials, chem., biol., and pharmaceuticals. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Application In Synthesis of 2-((4-Methoxyphenyl)ethynyl)aniline

The Article related to axial biaryl compound preparation, arylalkyne condensation bicycloaromatization copper catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application In Synthesis of 2-((4-Methoxyphenyl)ethynyl)aniline

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On December 3, 2021, Khandelia, Tamanna; Ghosh, Subhendu; Panigrahi, Pritishree; Shome, Rajib; Ghosh, Siddhartha Sankar; Patel, Bhisma K. published an article.Recommanded Product: 157869-15-3 The title of the article was Copper(I)-Mediated Cascade Annulation via Dual C-H/C-H Activation: Access to Benzo[a]carbazolic AEEgens. And the article contained the following:

A Cu(I)-mediated cascade cyclization/annulation of unprotected o-alkynylanilines 2-RNH-R1C6H3CCC6H4R2 (R = H, Me; R1 = H, 4-CF3, 4-Me, 5-Cl, etc.; R2 = H, 4-tert-Bu, 3-fluoro, 4-Me, etc.), 2-[2-(thiophen-2-yl)ethynyl]aniline with maleimides I (R3 = H, Et, benzyl, cyclohexyl, etc.) in one pot is developed. The protocol offers sequential formation of one C-N and two C-C bonds to deliver fused benzo[a]carbazoles II (R4 = H, 11-CF3, 11-Me, 10-Cl, etc.; R5 = H, 5-tert-Bu, 6-fluoro, 5-Me, etc.), 5-ethylpyrrolo[3,4-c]thieno[2,3-a]carbazole-4,6(5H,11H)-dione having free NH skeletons. The annulated products display fluorescence emission in the range of 485-502 nm with a large Stokes shift and fluorescence lifetime of ~17 ns. The annulated II (R = R4 = R5 = H, R3 = Et) displays AEE behavior in the ethanol/hexane system and possesses marigold-flower-like morphol. at the aggregated state. Cell viability assays enumerate biocompatible AEEgens, while their high intracellular fluorescence depicts cell imaging applicability. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Recommanded Product: 157869-15-3

The Article related to benzopyrrolocarbazole preparation regioselective photoluminescence anticancer activity dft study, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Recommanded Product: 157869-15-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Youn, So Won; Lee, So Ra published an article in 2015, the title of the article was Unusual 1,2-aryl migration in Pd(II)-catalyzed aza-Wacker-type cyclization of 2-alkenylanilines.Reference of 2-((4-Methoxyphenyl)ethynyl)aniline And the article contains the following content:

Inspired by the Hegedus aza-Wacker indole synthesis, we were intrigued with the fate of the aminopalladation intermediate if syn β-hydrogen is made inaccessible or unavailable. In contrast to our previously reported β-carbon elimination, cyclization of a variety of 2-alkenylaniline substrates under electrophilic palladium conditions unexpectedly afforded C3-substituted indoles. This unusual 1,2-migratory process was found to be operative across a variety of substrates with predictable migratory aptitude. A mechanistic proposal was put forward to rationalize the observed substrate dependence, and this unexpected finding could provide an opportunity for other related processes. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Reference of 2-((4-Methoxyphenyl)ethynyl)aniline

The Article related to alkenylaniline palladium aza wacker cyclization aryl migration catalyst, indole aryl preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Reference of 2-((4-Methoxyphenyl)ethynyl)aniline

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Xu, Fan; Smith, Myles W. published an article in 2021, the title of the article was A general approach to 2,2-disubstituted indoxyls: total synthesis of brevianamide A and trigonoliimine C.Related Products of 578-58-5 And the article contains the following content:

The indoxyl unit is a common structural motif in alkaloid natural products and bioactive compounds Herein, a general method that transforms readily available 2-substituted indoles into 2,2-disubstituted indoxyls via nucleophile coupling with a 2-alkoxyindoxyl intermediate and showcase its utility in short total syntheses of the alkaloids brevianamide A (7 steps) and trigonoliimine C (6 steps) is reported. The developed method is operationally simple and demonstrates broad scope in terms of nucleophile identity and indole substitution, tolerating 2-alkyl substituents and free indole N-H groups, elements beyond the scope of most prior approaches. Spirocyclic indoxyl products are also accessible via intramol. nucleophilic trapping. The experimental process involved the reaction of 2-Methylanisole(cas: 578-58-5).Related Products of 578-58-5

The Article related to indoxyl preparation, indole nucleophile coupling, brevianamide a trigonoliimine c total synthesis, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Related Products of 578-58-5

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On February 14, 2018, Chaisan, Nattawadee; Kaewsri, Wilailak; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Ruchirawat, Somsak published an article.Category: ethers-buliding-blocks The title of the article was PtCl4-catalyzed cyclization of N-acetyl-2-alkynylanilines: A mild and efficient synthesis of N-acetyl-2-substituted indoles. And the article contained the following:

An efficient synthesis of N-acetyl-2-substituted indole derivatives via direct intramol. hydroamination of N-acetyl-2-alkynylaniline derivatives was developed. The reaction could be applied to a wide range of substrates employing only 1-2 mol% of PtCl4 as the catalyst to furnish the desired indole products in moderate to excellent yields. The current protocol is efficient, reliable and scalable, and could serve as an important tool for convenient and rapid access to this important class of N-heterocyclic skeleton from readily available substrates. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Category: ethers-buliding-blocks

The Article related to indole acetyl substituted preparation acetylalkynylaniline cyclization platinum chloride catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On February 7, 2020, Yuan, Shuo; Zhang, Dan-Qing; Zhang, Jing-Ya; Yu, Bin; Liu, Hong-Min published an article.HPLC of Formula: 157869-15-3 The title of the article was Palladium-Catalyzed Ligand-Free Double Cyclization Reactions for the Synthesis of 3-(1′-Indolyl)-phthalides. And the article contained the following:

Indole and phthalide are privileged heterocyclic scaffolds in numerous natural products and bioactive mols. The synthesis and biol. evaluation of the compounds combining these two scaffolds have rarely been reported. The first palladium-catalyzed ligand-free double cyclization reactions that enable efficient synthesis of 3-(1′-indolyl)-phthalides, e.g., I, under mild conditions is reported. Notably, only 1.0 mol % of catalyst loading is used, suggesting high efficiency. Late-stage elaborations give highly functionalized analogs. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).HPLC of Formula: 157869-15-3

The Article related to ethynylaniline formylbenzoic acid palladium catalyst cascade cyclization, indolyl phthalide preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.HPLC of Formula: 157869-15-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On March 3, 2017, Li, Yi-Jin; Yan, Na; Liu, Chun-Hua; Yu, Yang; Zhao, Yu-Long published an article.Application In Synthesis of 2-((4-Methoxyphenyl)ethynyl)aniline The title of the article was Gold/Copper-Co-catalyzed Tandem Reactions of 2-Alkynylanilines: A Synthetic Strategy for the C2-Quaternary Indolin-3-ones. And the article contained the following:

A new strategy for direct and highly efficient synthesis of 2,3′-bisindolin-3-ones has been developed via a gold/copper-co-catalyzed tandem reactions of 2-alkynylanilines using TBHP as the terminal oxidant and oxygen-atom source. The single-step process involves a novel tandem intermol. nucleophilic addition, intramol. cyclization/oxidative cross-dehydrogenative coupling where up to four new bonds and two indole rings were created simultaneously in one-pot manner. The reaction features a broad substrate scope, good functional group tolerance, and high atom-economy. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Application In Synthesis of 2-((4-Methoxyphenyl)ethynyl)aniline

The Article related to bisindolinone preparation, gold copper cocatalyst alkynylaniline, aniline alkynyl gold copper cocatalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application In Synthesis of 2-((4-Methoxyphenyl)ethynyl)aniline

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On October 28, 1993, Achard, Daniel; Grisoni, Serge; Malleron, Jean Luc; Peyronel, Jean-francois; Tabart, Michel published a patent.Application In Synthesis of (S)-2-(2-Methoxyphenyl)propanoic acid The title of the patent was Perhydroisoindole derivatives as substance P antagonists and their preparation. And the patent contained the following:

Title compounds I [R = Ph optionally substituted with halogen or Me in position 2 or 3; R1 = (un)substituted Ph, cyclohexadienyl, naphthyl, indenyl, heterocyclyl; R2 = H, halo, OH, alkyl, aminoalkyl, CO2H, amino, etc.; R3 = Ph optionally substituted in position 2 by C1-2 alkyl or alkoxy; R4 = F, OH; R5 = H; or R4 = R5 = OH; or R4R5 = bond] and their stereoisomers, isomer mixtures, and salts, are claimed (40 synthetic examples). For example, N-acylation of [3a(S),4(S),7a(S)]-7,7-diphenyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol (prepared in 4 steps) with (S)-2-(MeO)C6H4CHMeCO2H (prepared in 3 steps) using EDCI in CH2Cl2 gave title compound II. The ED50 of II for inhibition of increased capillary permeability induced by septide (a substance P agonist) in guinea pigs was 0.04 mg/kg i.v. or 3.5 mg/kg p.o. II also countered hypotension and bronchoconstriction induced by substance P in guinea pigs. The experimental process involved the reaction of (S)-2-(2-Methoxyphenyl)propanoic acid(cas: 81616-80-0).Application In Synthesis of (S)-2-(2-Methoxyphenyl)propanoic acid

The Article related to perhydroisoindole preparation substance p antagonist, isoindole perhydro preparation substance p antagonist, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application In Synthesis of (S)-2-(2-Methoxyphenyl)propanoic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On October 28, 2015, Li, Yin-Long; Li, Jian; Yu, Sheng-Nan; Wang, Ji-Bo; Yu, Yan-Min; Deng, Jun published an article.Quality Control of 2-((4-Methoxyphenyl)ethynyl)aniline The title of the article was A concise approach for the synthesis of 3-iodoindoles and 3-iodobenzo[b]furans via Ph3P-catalyzed iodocyclization. And the article contained the following:

A variety of 3-iodoindole and 3-iodobenzo[b]furan derivatives were conveniently prepared from the corresponding 2-alkynylanilines and 2-alkynylphenols through Ph3P-catalyzed iodocyclization in the presence of N-iodosuccinimide. This protocol provides a rapid access to 3-iodoindoles and 3-iodobenzo[b]furans in good to excellent yields under mild conditions. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Quality Control of 2-((4-Methoxyphenyl)ethynyl)aniline

The Article related to iodoindole iodobenzofuran preparation, iodocyclization alkynylphenol alkynylaniline triphenylphosphine catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Quality Control of 2-((4-Methoxyphenyl)ethynyl)aniline

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On December 31, 2022, Mutra, Mohana Reddy; Wang, Jeh-Jeng published an article.Synthetic Route of 157869-15-3 The title of the article was Photoinduced ynamide structural reshuffling and functionalization. And the article contained the following:

In this paper, photoinduced radical trigger regio- and chemoselective ynamide bond fission, structural reshuffling and functionalization of 2-alkynyl-ynamides 4-R-2-(CCR1)C6H3N(Ts)CCR2 (R = H, Me, Et, n-bu, Cl, Br; R1 = Ph, n-Bu, cyclopropyl, etc.; R2 = Ph, 2H-1,3-benzodioxol-5-yl, 2-phenylethyl, etc.) to prepare synthetically inaccessible/challenging chalcogen-substituted indole derivatives I [R3 = tosyl, ethanesulfonyl, cyclopropanesulfonyl, etc.; R4 = I, SeC6H5, Se(CH2)4CH3, etc] with excellent step/atom economy were observed The key breakthroughs of this work include, ynamide bond cleavage, divergent radical precursors, broad scope, easy to handle, larger-scale reactions, and generation of multiple bonds (N-C(sp2), C(sp2)-C(sp2), C(sp2)-SO2R/C-SR, and C-I/C-Se/C-H) in a few minutes without photocatalysts, metals, oxidants, additives. Control experiments and 13C-labeling experiments support the conclusion that sulfone radicals contribute to ynamide structural reshuffling processes via a radical pathway. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Synthetic Route of 157869-15-3

The Article related to indole preparation regioselective chemoselective photochem, alkynyl ynamide sulfonyl compound heterocyclization, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route of 157869-15-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem