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Yakan, Hasan et al. published their research in Monatshefte fuer Chemie in 2018 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Computed Properties of C14H9NO2S

Comparison of conventional and microwave-assisted synthesis of some new sulfenamides under free catalyst and ligand was written by Yakan, Hasan;Kutuk, Halil. And the article was included in Monatshefte fuer Chemie in 2018.Computed Properties of C14H9NO2S This article mentions the following:

Sulfenamides were prepared in 70-98% yields by treatment of N-arylthio- and N-alkylthiophthalimides with cyclohexylamine, morpholine, or pyrrolidine in β-ethoxyethanol under microwave irradiation; the yields of sulfenamides using microwave irradiation and using conventional heating were compared. Tert-butylamine, aniline, benzylamine, 1-hexylamine, ethanolamine, diethylamine, N-methyl-1-butanamine, N-ethylaniline, and N-methylbenzylamine did not yield the desired sulfenamides on reaction with N-arylthio or N-alkylthiophthalimides, but yielded only disulfides. The reaction was not inhibited by radical inhibitors. The N-arylthio and N-alkylthiophthalimides were prepared from the corresponding thiols and phthalimide with Br₂ in pyridine/acetonitrile. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Computed Properties of C14H9NO2S).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Kost, A. N. et al. published their research in Khimiya Geterotsiklicheskikh Soedinenii in 1981 | CAS: 16732-64-2

4-Bromo-1H-indole-2-carboxylic acid (cas: 16732-64-2) 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). Related Products of 16732-64-2

Reaction of indoles with trifluoroacetic acid was written by Kost, A. N.;Budylin, V. A.;Romanova, N. N.;Matveeva, E. D.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1981.Related Products of 16732-64-2 This article mentions the following:

Trifluoroacetylindoles I (R = H, 4-Me, 6-Br, 7-Ph) are obtained in 10, 27, 12, and 3% yields, resp., when the corresponding indole-2-carboxylic acids are heated with F₃CCO₂H 13-26 h on a boiling water bath. In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-indole-2-carboxylic acid (cas: 16732-64-2Related Products of 16732-64-2).

Carbonnel, Elodie et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2017 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Quality Control of 2-(Phenylthio)isoindoline-1,3-dione

¹⁸F-Fluoroform: a ¹⁸F-trifluoromethylating agent for the synthesis of SCF₂¹⁸F-aromatic derivatives was written by Carbonnel, Elodie;Besset, Tatiana;Poisson, Thomas;Labar, Daniel;Pannecoucke, Xavier;Jubault, Philippe. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Quality Control of 2-(Phenylthio)isoindoline-1,3-dione This article mentions the following:

The synthesis of various SCF₂¹⁸F-containing derivatives was reported by a transition metal-free process. By using HCF₂¹⁸F, readily generated from a bench-stable difluoromethyl sulfonium salt, various aromatic disulfides were easily converted into the desired radiolabeled trifluoromethylthiolated compounds in the presence of a base. This process was also extended to the corresponding selenium derivative In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Quality Control of 2-(Phenylthio)isoindoline-1,3-dione).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Quality Control of 2-(Phenylthio)isoindoline-1,3-dione

Egami, Hiromichi et al. published their research in Organic Letters in 2020 | CAS: 89245-41-0

4-Bromoindole-3-acetic Acid (cas: 89245-41-0) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.SDS of cas: 89245-41-0

Asymmetric Dearomatizing Fluoroamidation of Indole Derivatives with Dianionic Phase-Transfer Catalyst was written by Egami, Hiromichi;Hotta, Ryo;Otsubo, Minami;Rouno, Taiki;Niwa, Tomoki;Yamashita, Kenji;Hamashima, Yoshitaka. And the article was included in Organic Letters in 2020.SDS of cas: 89245-41-0 This article mentions the following:

Asym. dearomatizing fluorocyclization of indole derivatives was investigated using a dicarboxylate phase-transfer catalyst. This reaction proceeded under mild reaction conditions to provide fluoropyrroloindoline derivatives I [R¹ = H, 4-Me, 5-Cl, etc.; R² = H, Me, Bn, etc.; R³ = SO₂Me, 4-MeC₆H₄SO₂, C₆H₅SO₂] in a highly enantioselective manner. Various substitution patterns on the indole ring were well tolerated. To facilitate the reaction and ensure reproducibility, the addition of water was essential and its possible role was discussed. In the experiment, the researchers used many compounds, for example, 4-Bromoindole-3-acetic Acid (cas: 89245-41-0SDS of cas: 89245-41-0).

Zhang, Yu-Chen et al. published their research in Angewandte Chemie, International Edition in 2014 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. 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). Recommanded Product: 5-Bromo-2,3-dimethyl-1H-indole

Organocatalytic Asymmetric Arylative Dearomatization of 2,3-Disubstituted Indoles Enabled by Tandem Reactions was written by Zhang, Yu-Chen;Zhao, Jia-Jia;Jiang, Fei;Sun, Si-Bing;Shi, Feng. And the article was included in Angewandte Chemie, International Edition in 2014.Recommanded Product: 5-Bromo-2,3-dimethyl-1H-indole This article mentions the following:

The organocatalytic asym. arylative dearomatization of indoles was achieved through two tandem approaches involving 2,3-disubstituted indoles and quinone imine ketals. One approach utilized the enantioselective cascade 1,4 addition/alc. elimination reaction, the other employed the one-pot tandem arylative dearomatization/transfer hydrogenation sequence. In both cases, enantiomerically pure indole derivatives I [R¹ = H, 4-Me, 5-Me, etc; R² = Me, Et; R³ = Me, Et; R = Me, Et, Pr-i, Bu; PG = Boc, Cbz] and II [R¹ = H, 4-Me, 5-Me, etc; R² = Me, Et; R³ = Me, Et; R = Me, Et, Pr-i, Bu; PG = Boc, Cbz] that bear an all-carbon quaternary stereogenic center were generated in high yields and excellent stereoselectivities (all d.r.>95:5, up to 99 % ee). In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Recommanded Product: 5-Bromo-2,3-dimethyl-1H-indole).

Bai, Ya et al. published their research in Organic Letters in 2021 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Application In Synthesis of 2-Phenylisoindolin-1-one

Electroselective and Controlled Reduction of Cyclic Imides to Hydroxylactams and Lactams was written by Bai, Ya;Shi, Lingling;Zheng, Lianyou;Ning, Shulin;Che, Xin;Zhang, Zhuoqi;Xiang, Jinbao. And the article was included in Organic Letters in 2021.Application In Synthesis of 2-Phenylisoindolin-1-one This article mentions the following:

An efficient and practical electrochem. method for selective reduction of cyclic imides has been developed using a simple undivided cell with carbon electrodes at room temperature The reaction provides a useful strategy for the rapid synthesis of hydroxylactams and lactams in a controllable manner, which is tuned by elec. current and reaction time, and exhibits broad substrate scope and high functional group tolerance even to reduction-sensitive moieties. Initial mechanistic studies suggest that the approach heavily relies on the utilization of amines (e.g., i-Pr₂NH), which are able to generate α-aminoalkyl radicals. This protocol provides an efficient route for the cleavage of C-O bonds under mild conditions with high chemoselectivity. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Application In Synthesis of 2-Phenylisoindolin-1-one).

Bookser, Brett C. et al. published their research in Journal of Combinatorial Chemistry in 2001 | 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Name: 2-Phenylisoindolin-1-one

Solid Phase Extraction Purification of Carboxylic Acid Products from 96-Well Format Solution Phase Synthesis with DOWEX 1μe8-400 Formate Anion Exchange Resin was written by Bookser, Brett C.;Zhu, Shirong. And the article was included in Journal of Combinatorial Chemistry in 2001.Name: 2-Phenylisoindolin-1-one This article mentions the following:

The anion exchange resin DOWEX 1×8-400 formate has been developed for the isolation or resin capture of carboxylic acids from solution phase reactions in a 96-well format using a batchwise solid phase extraction technique. Eleven different anion exchange resins (formate forms) were evaluated for their efficiency at scavenging aryl and aliphatic carboxylic acids from solution The model carboxylic acids had pK_as ranging from 3.40 to 4.89. Exchange efficiency onto the resin was pK_a dependent with the carboxylic acids but not with their diisopropylethylammonium salts. Exchange off of the resin also showed pK_a dependence with the stronger acids requiring more concentrated solvent acid for exchange. DOWEX 1×8-400 formate was determined to have superior capacity and the fastest exchange rate. Solvents suitable for exchanging the acids onto the resin were CH₂Cl₂, methanol, and various solvent/water mixtures Solvents suitable for exchanging the carboxylic acids off of the resin were TFA/solvent or HCO₂H/solvent mixtures The resin was found to swell best in CH₂Cl₂ and in polar protic solvents such as water, alcs., and acids. Application of this technique to the crude product mixtures from an arrayed reductive amination and an arrayed Stille reaction provided product carboxylic acids in yields averaging 57% and purities averaging 89%. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Name: 2-Phenylisoindolin-1-one).

Jiang, B. et al. published their research in Bioorganic & Medicinal Chemistry in 2000 | CAS: 90271-86-6

5-Bromo-3-cyanoindole (cas: 90271-86-6) 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.HPLC of Formula: 90271-86-6

Syntheses and cytotoxicity evaluation of bis(indolyl)thiazole, bis(indolyl)pyrazinone and bis(indolyl)pyrazine: analogues of cytotoxic marine bis(indole) alkaloid was written by Jiang, B.;Gu, X.-H.. And the article was included in Bioorganic & Medicinal Chemistry in 2000.HPLC of Formula: 90271-86-6 This article mentions the following:

2,4-Bis(3′-indolyl)thiazoles, 3,5-bis(3′-indolyl)-2(1H)pyrazinone and 3,6-bis(3′-indolyl)pyrazine were synthesized and evaluated for cytotoxic activity against diverse human cancer cell lines by the National Cancer Institute. These compounds demonstrated significant inhibitory effects in the growth of a range of cancer cell lines. 2,4-Bis(3′-indolyl)thiazole displayed selective cytotoxicity against certain leukemia cell lines with GI₅₀ values in the low micromolar range while the substituted derivatives showed a broad spectrum of cytotoxic activity. 3,5-Bis(3′-indolyl)-2(1H)pyrazinone and 3,6-bis[3′-(N-methyl-indolyl)]pyrazine possessed strong inhibitory activity against a wide range of human tumor cell lines. The mechanism of action remained unknown. The results suggested that 2,4-bis(3′-indolyl)thiazoles, 3,5-bis(3′-indolyl)-2(1H)pyrazinone and 3,6-bis[3′-(N-methyl-indolyl)] pyrazine offer potential as lead compounds for the discovery of anticancer agents. In the experiment, the researchers used many compounds, for example, 5-Bromo-3-cyanoindole (cas: 90271-86-6HPLC of Formula: 90271-86-6).

Yamamoto, Iwao et al. published their research in Journal of Organic Chemistry in 1974 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. 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.HPLC of Formula: 5388-42-1

Synthesis of phthalimidines from aromatic dicarbonyl compounds was written by Yamamoto, Iwao;Yanagi, Shoichi;Mamba, Akio;Gotoh, Haruo. And the article was included in Journal of Organic Chemistry in 1974.HPLC of Formula: 5388-42-1 This article mentions the following:

Addnl. data considered in abstracting and indexing are available from a source cited in the original document. The reaction between o-benzoylbenzaldehyde (I) and aromatic isocyanates RNCO (R = Ph, m-tolyl, α- and β-naphthyl) afforded 2,3-disubstituted phthalimidines II in good yield, which would be formed via o-benzoylbenzylideneaniline intermediate followed by migration of Ph group. The same product II (R = Ph) was obtained by the reaction using I and aniline. On the other hand, no reaction was observed between o-carbethoxybenzaldehyde (III) and PhNCO, but the reaction of III with aniline gave o-carbethoxybenzylideneaniline and 3-anilino-2-phenylphthalimidine in 83% and 7% yields, resp. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1HPLC of Formula: 5388-42-1).

Hucher, Nicolas et al. published their research in European Journal of Organic Chemistry in 2005 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Category: indole-building-block

Exocyclic-endocyclic N-acyliminium ion equilibration via an intramolecular α-thioamidoalkylation in the synthesis of fused N,S-heterocyclic systems: Some new parameters was written by Hucher, Nicolas;Pesquet, Anthony;Netchitailo, Pierre;Daich, Adam. And the article was included in European Journal of Organic Chemistry in 2005.Category: indole-building-block This article mentions the following:

The reactivity of N-[aryl(or alkyl)thio(or seleno)]alkylamidals bearing the N-(CH₂)_n-X-(CH₂)_m-Ar functionality towards neat TFA has been examined These substrates give both the products of the “expected” π-cyclization process and “unexpected” products resulting from a new tandem heteroamidoalkylation/isomerization/π-cyclization. E.g., TFA catalyzed the reactions of α-hydroxy lactam I to give a mixture of II and III (92% yield, ratio 5.5:4.5). The composition of the final isomeric mixture depends on the temperature of the reaction, with a high selectivity in favor of the “expected” π-cyclization product as a thermodn. isomer. Furthermore, the results demonstrate again the relevance of TFA catalysis and support two reaction pathways involving the formation of an aza-sulfonium cation as a valuable intermediate which undergoes the π-cyclization process alone or in tandem with the thiocyclization/isomerization to give the cyclized products cited above. For the latter tandem reaction, we have established clearly that the n value should be equal to 1, the process can be performed independently for both the succinimide and phthalimide series, the reaction depends on the nucleophilicity of the heteroatom, and can be generalized to other heterocycles. Only the role of the benzene substitution has still to be totally elucidated. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Category: indole-building-block).