indole-building-block | - Page 78 of 1434

Thiele, J. et al. published their research in Justus Liebigs Annalen der Chemie in 1910 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Related Products of 5388-42-1

Condensation Products of o-Phthalaldehyde. II was written by Thiele, J.;Schneider, J.. And the article was included in Justus Liebigs Annalen der Chemie in 1910.Related Products of 5388-42-1 This article mentions the following:

Hydrindone oxalic acid (I) is prepared by adding 8 g. pyroracemic acid to a suspension of 12 g. phthalaldehyde in 750 cc. H₂O and treating gradually at 5闂?with 85 cc. 10% NaOH. Pale yellow needles, m. 211-2闂? Methyl ester, C₁₂H₁₀O₄, long, colorless needles, m. 99.5闂? The acid is resolved by NaOH+ Br into dibromohydrindone and (CO₂H)₂; by NaOH into hydrindone and (CO₂H)₂. A lactone-like acetate is obtained by the action of Ac₂O + H₂SO₄. C₁₅H₁₂O₆; color-less crystals, m. 149-50闂?(decompose). o-Phenylene-闁?闁?naphthyleneketone (II) is obtained by treating 2 g. 婵?hydrindone and 2 g. o-phthalaldehyde in absolute alc. with 5 drops MeOH +KOH. Bright yellow needles, m. 152闂? Hydrazone, C₂₃H₁₆N₂, yellow crystals, m. 174闂? Benzocycloheptadi濠殿噯绲鹃幑鏄絥edicarboxylic acid (III), crystals, m. 210闂? Diethyl ester, colorless leaves, m. 95.5闂? Monoethyl ester, white needles, m. 185闂? Phenylhydrazine addition product, C₂₃H₂₄O₅N₂, colorless needles, m. 138闂? Benzo-cycloheptadienonecarboxylic acid (IV), long needles, m. 172闂? Phenylphthalimidine (V), colorless leaves, m. 161闂? Phenylphthalimidine anil (VI), colorless needles, m. 142-3闂? Chloroplatinate, (C₂₀H₁₆N₂)₂.H₂PtCl₆, reddish yellow crystals, m. 212-3闂?(decompose). In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Related Products of 5388-42-1).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from闂佽壈浜崹淇沜illus thuringiensis闂佽壈浜粋鍧闂佽壈浜崹淇沜illus velezensis闂佽壈浜粋鍧 their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Chen, Meng-Nan et al. published their research in Tetrahedron in 2020 | CAS: 774-47-0

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Related Products of 774-47-0

Eosin Y-catalyzed one-pot synthesis of spiro[4H-pyran-oxindole] under visible light irradiation was written by Chen, Meng-Nan;Di, Jia-Qi;Li, Jiao-Mian;Mo, Li-Ping;Zhang, Zhan-Hui. And the article was included in Tetrahedron in 2020.Related Products of 774-47-0 This article mentions the following:

An efficient and simple synthetic approach was developed for the preparation of biol. interesting spiro[oxindole-3,4′-(4’H-pyran)] derivatives via visible light-mediated one-pot, three-component reaction of isatins, 1,3-dicarbonyl compounds and malononitrile by using an inexpensive organic dye, Na₂ eosin Y, as the photocatalyst in aqueous Et lactate at ambient temperature The substrate scope of this three-component reaction was expanded to linear 1,3-dicarbonyl compounds as viable starting materials. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0Related Products of 774-47-0).

Thapa, Pawan et al. published their research in Journal of Organic Chemistry in 2019 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Related Products of 5388-42-1

Isoindolinone Synthesis: Selective Dioxane-Mediated Aerobic Oxidation of Isoindolines was written by Thapa, Pawan;Corral, Esai;Sardar, Sinjinee;Pierce, Brad S.;Foss, Frank W.. And the article was included in Journal of Organic Chemistry in 2019.Related Products of 5388-42-1 This article mentions the following:

N-Alkyl and N-aryl-isoindolinones were prepared by a dioxane-mediated oxidation of isoindoline precursors. The transformation exhibits unique chemoselectivity for isoindonlines. A chiral tertiary (3闂?-benzylic position was not racemized during oxidation, and Me indoprofen was prepared by late stage oxidation Mechanistic studies suggest a selective H atom transfer, which avoids many known oxidation (by-)products of isoindolinones. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Related Products of 5388-42-1).

Shi, Jingjing et al. published their research in Organic & Biomolecular Chemistry in 2014 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Synthetic Route of C8H6N2O2

Rhodium(III)-catalyzed regioselective C2-amidation of indoles with N-(2,4,6-trichlorobenzoyloxy)amides and its synthetic application to the development of a novel potential PPAR缂?modulator was written by Shi, Jingjing;Zhao, Guanguan;Wang, Xiaowei;Xu, H. Eric;Yi, Wei. And the article was included in Organic & Biomolecular Chemistry in 2014.Synthetic Route of C8H6N2O2 This article mentions the following:

A new and efficient method for the direct regioselective C2-amidation of various functionalized indoles with several N-(2,4,6-trichlorobenzoyloxy)amides via Rh(III)-catalyzed C-H activation/N-O cleavage/C-N formation using the pyrimidyl group as a readily installable and removable directing group has been developed. With this method, a variety of valuable 2-amido indoles can be easily prepared under mild conditions with broad functional group tolerance and excellent region-/site-specificities. The results from biol. evaluation showed that compound I had a partial PPAR缂?agonistic activity and a strong PPAR缂?binding affinity with an IC₅₀ value of 120.0 nM, along with a less pronounced adipocyte differentiation ability compared to the currently marketed anti-diabetic drug rosiglitazone, suggesting that further development of such a compound might be of great interest. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Synthetic Route of C8H6N2O2).

Betterley, Nolan M. et al. published their research in Asian Journal of Organic Chemistry in 2018 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Quality Control of 5-Chloroindole-3-carboxaldehyde

Bi(OTf)₃ Enabled C-F Bond Cleavage in HFIP: Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl)methane was written by Betterley, Nolan M.;Kerdphon, Sutthichat;Chaturonrutsamee, Suppisak;Kongsriprapan, Sopanat;Surawatanawong, Panida;Soorukram, Darunee;Pohmakotr, Manat;Andersson, Pher G.;Reutrakul, Vichai;Kuhakarn, Chutima. And the article was included in Asian Journal of Organic Chemistry in 2018.Quality Control of 5-Chloroindole-3-carboxaldehyde This article mentions the following:

Bismuth(III) trifluoromethanesulfonate [Bi(OTf)₃] mediated mild electrophilic aromatic formylation utilizing difluoro(phenylsulfanyl)methane (PhSCF₂H) as a formylating agent in hexafluoro-2-propanol (HFIP) as a recyclable ionizing solvent has been developed. The active formylating species was generated via C-F bond cleavage and was characterized to be a bis(phenylsulfanyl)methyl cation by exptl. and computational ¹H and ¹³C NMR. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Quality Control of 5-Chloroindole-3-carboxaldehyde).

Bhat, Radhika et al. published their research in Nucleosides, Nucleotides & Nucleic Acids in 2021 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Recommanded Product: 827-01-0

Synthesis, characterization and molecular docking studies of new indol(1H-3-yl)pyrimidine derivatives: Insights into their role in DNA interaction was written by Bhat, Radhika;Begum, Noor Shahina. And the article was included in Nucleosides, Nucleotides & Nucleic Acids in 2021.Recommanded Product: 827-01-0 This article mentions the following:

This study reports the synthesis of new indol(1H-3-yl) pyrimidine derivatives using various substituted indole-3-carbaldehydes, urea and malononitrile in the presence of ammonium chloride. The resulting compounds were characterized using anal. and spectroscopic methods. The mol. docking study exhibits that among the synthesized compounds, have great binding ability toward B-DNA. The binding efficiencies of compounds with CT-DNA were evaluated via UV-visible absorption spectral and viscosity studies. The findings establish that the compounds firmly bind through an intercalative mode to CT-DNA and provide a unique pattern of DNA binding. The photo-induced cleavage indicates that the compounds have UV-visible photo nuclease properties toward plasmid DNA as revealed by agarose gel electrophoresis approach. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Recommanded Product: 827-01-0).

Kopchuk, Dmitry S. et al. published their research in Organic & Biomolecular Chemistry in 2018 | CAS: 774-47-0

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.COA of Formula: C8H3F2NO2

Studies on the interactions of 5-R-3-(2-pyridyl)-1,2,4-triazines with arynes: inverse demand aza-Diels-Alder reaction versus aryne-mediated domino process was written by Kopchuk, Dmitry S.;Nikonov, Igor L.;Khasanov, Albert F.;Giri, Kousik;Santra, Sougata;Kovalev, Igor S.;Nosova, Emiliya V.;Gundala, Sravya;Venkatapuram, Padmavathi;Zyryanov, Grigory V.;Majee, Adinath;Chupakhin, Oleg N.. And the article was included in Organic & Biomolecular Chemistry in 2018.COA of Formula: C8H3F2NO2 This article mentions the following:

The interactions between substituted 5-substituted-3-(2-pyridyl)-1,2,4-triazines I [R¹ = H, Ph, indol-3-yl, etc. ; R² = Ph, 4-BrC₆H₄, 4-O₂NC₆H₄, etc.] with in-situ generated substituted aryne intermediates were studied. The reaction afforded either inverse demand (ID) aza-Diels-Alder products or 1,2,4-triazine ring rearrangement (domino) products as major ones depending on the nature of both the substituents at the C5 position of the 1,2,4-triazine core or in the aryne moiety. The structures of the key products were confirmed based on X-ray data. Based on the d. functional theor. (DFT) studies of the Diels-Alder transition state geometries, the influence of the nature of arynes on the direction of the 1,2,4-triazine transformation were proposed. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0COA of Formula: C8H3F2NO2).

Nagaraja, S. N. et al. published their research in Journal of Scientific & Industrial Research in 1958 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Reference of 4583-55-5

Synthesis of 1,3,3-trimethyl-2-methyleneindolines was written by Nagaraja, S. N.;Sunthankar, S. V.. And the article was included in Journal of Scientific & Industrial Research in 1958.Reference of 4583-55-5 This article mentions the following:

A series of 1,3,3-trimethyl-2-methyleneindolines was prepared by condensation of the substituted phenylhydrazines (I) with MeEtCO in EtOH to give the corresponding phenylhydrazones (II), cyclization of II with 2N H₂SO₄ to the corresponding 2,3-dimethylindoles (III), and methylation of III with MeI in MeOH to indoline iodides (IV). I were prepared in 40-50% yield by diazotization of the corresponding p-substituted-arylamines and reduction with acidic SnCl₂. II were prepared by addition of MeEtCO to I in EtOH, refluxing 1 hr., and distilling in vacuo; p-ClC₆H₄NHN:CMeEt b_0.6-0.7 125-30闂? yield 80%; Br derivative b_0.9 120-5闂? yield 73%. To the II, 10 parts by volume 2N H₂SO₄ was added, the mixture heated 0.5-1 hr. at 95闂? the solution cooled, and the III filtered off. The following 5-substituted III were prepared (5-substituent, % yield, and m.p. given): Cl, 80, 144-5闂? Br, 88, 142-3闂? OMe, 70, 109-10闂? OEt, 65, 114-15闂? NO₂, 60-5, 187-8闂?(prepared by nitration of III with KNO₃ and concentrated H₂SO₄ at 3闂?; NH₂, 55, 173-4闂?(prepared by reduction of the 5-NO₂ derivative of III with alkali and hydrosulfite). III 1, MeOH 10, and MeI 3 parts were heated in an autoclave 4-5 hrs. at 100-10闂? the solution cooled, the solvent evaporated, the residue extracted with boiling H₂O, the H₂O distilled in vacuo, giving 5-substituted IV. The following IV, isolated and characterized as methiodides, were prepared (5-substituent, % yield, and m.p. of methiodide given): Cl, 60, 221-2闂? OMe, 65, 221-2闂? OEt, 55, 203-4闂? NO₂, 62, 203-4闂? NH₂, 58, 190-1闂? In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Reference of 4583-55-5).

Nguyen, Quyen et al. published their research in Journal of the American Chemical Society in 2013 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Formula: C10H10BrN

Iron(II) bromide-catalyzed intramolecular C-H bond amination [1,2]-shift tandem reactions of aryl azides was written by Nguyen, Quyen;Nguyen, Tuyen;Driver, Tom G.. And the article was included in Journal of the American Chemical Society in 2013.Formula: C10H10BrN This article mentions the following:

Iron(II) bromide catalyzes the transformation of ortho-substituted aryl azides into 2,3-disubstituted indoles through a tandem ethereal C-H bond amination [1,2]-shift reaction. The preference for the 1,2-shift component of the tandem reaction was established to be Me < 1闂?< 2闂?< Ph. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Formula: C10H10BrN).

Liu, Yue et al. published their research in Advanced Synthesis & Catalysis in 2020 | CAS: 112656-95-8

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Reference of 112656-95-8

Palladium-Catalyzed Cascade Hydrosilylation and Amino-Methylation of Isatin Derivatives was written by Liu, Yue;Xia, Yun-Tao;Cui, Su-Hang;Ji, Yi-Gang;Wu, Lei. And the article was included in Advanced Synthesis & Catalysis in 2020.Reference of 112656-95-8 This article mentions the following:

3-Aminomethyl-3-silyloxy-2-indolones I (R₃ = Et₃, ^tBuMe₂, Bu₃; R¹ = Me, R¹₂ = CH₂CH₂OCH₂CH₂; R² = Me, MeO, halo, CO₂Me) were prepared by palladium acetate-catalyzed tandem hydrosilylative coupling of isatins with hydrosilanes HSiR₃ and formamides R¹₂NCHO. We demonstrate that using palladium acetate as a catalyst for reduction of DMF and isatin derivatives by hydrosilanes, a cascade hydrosilylation and amino-methylation reaction can be realized. With DMF as a reactant and a solvent, the in-situ generated siloxymethylamine intermediate, an adduct of DMF and hydrosilanes, smoothly participates in the successive stages, providing a serials of Si, N-functionalized indolin-2-ones in moderate to good yields. This strategy exhibits high chemoselectivity toward carbonyl moieties reduction among the substrates. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Reference of 112656-95-8).