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Laufer, Stefan et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2009 | CAS: 16732-64-2

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

Investigations of SCIO-469-like compounds for the inhibition of p38 MAP kinase was written by Laufer, Stefan;Lehmann, Frank. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Application of 16732-64-2 This article mentions the following:

The p38 MAP kinase is implicated in the release of the pro-inflammatory cytokines TNF婵?and IL-1b. Inhibition of cytokine release may be a useful treatment for inflammatory conditions such as rheumatoid arthritis and Crohn’s disease. A new lead structure for p38 MAP kinase inhibition was identified. Herein, we report the SAR of this new class of p38 inhibitors. In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-indole-2-carboxylic acid (cas: 16732-64-2Application of 16732-64-2).

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

Butcher, Ray J. et al. published their research in Acta Crystallographica, Section E: Structure Reports Online in 2007 | CAS: 210345-56-5

Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5) 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. 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.Application In Synthesis of Methyl 5-bromo-1H-indole-2-carboxylate

Methyl 5-bromo-1H-indole-2-carboxylate was written by Butcher, Ray J.;Jasinski, Jerry P.;Yathirajan, H. S.;Ashalatha, B. V.;Narayana, B.. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2007.Application In Synthesis of Methyl 5-bromo-1H-indole-2-carboxylate This article mentions the following:

The indole ring system in Me 5-bromo-1H-indole-2-carboxylate, C₁₀H₈BrNO₂, is planar. The sum of the angles around the indole N atom (359.9闂? indicates sp²-hybridization. The carboxylate group adopts a planar arrangement with respect to the indole ring system. The crystal structure is stabilized by intermol. H-bond interactions. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5Application In Synthesis of Methyl 5-bromo-1H-indole-2-carboxylate).

Graybill, Todd L. et al. published their research in Journal of the American Chemical Society in 1999 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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.Related Products of 14204-27-4

Silyl Triflate-Mediated Ring-Closure and Rearrangement in the Synthesis of Potential Bisfuran-Containing Intermediates of Aflatoxin Biosynthesis was written by Graybill, Todd L.;Casillas, Eduard G.;Pal, Kollol;Townsend, Craig A.. And the article was included in Journal of the American Chemical Society in 1999.Related Products of 14204-27-4 This article mentions the following:

The biosynthetic pathway to the potent mycotoxin aflatoxin B₁ (I) is unusually long and complex, proceeding from anthraquinone to xanthone to coumarin nuclear types bearing fused tetrahydro- and bisdihydrofuran rings. A synthetic strategy is described involving two silyl triflate-mediated cyclization and rearrangement processes that have enabled both furofuran oxidation states to be readily achieved and undesired but thermodynamically favorable side reactions to be avoided in the preparation of these ring systems. In the first an o-methoxymethylphenylacetaldehyde is cyclized directly to the five-membered, differentially protected hemiacetal, while in the second this group, appropriately substituted, can be rearranged to a 4-trialkylsilyloxy-2,5-methano-1,3-benzodioxepane. The latter masked dialdehyde is sufficiently stable to strong base, mild acid, and oxidants to allow all needed aryl ring systems to be constructed. Using these methods, total syntheses of (闂?-versicolorin B (II), (闂?-versicolorin A (III), its hemiacetal, and its 6-deoxy derivative, (闂?-6-deoxyversicolorin A, have been achieved, and these are reported herein, as well as preparation of the Me ester of the putative o-carboxybenzophenone biosynthetic intermediate IV. In work described elsewhere, incorporation experiments with ¹³C-labeled forms of these compounds have made possible the complete elucidation of bisfuran biosynthesis characteristic of the first major phase of aflatoxin formation in vivo. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Related Products of 14204-27-4).

Yu, Zhengkun et al. published their research in Phosphorus, Sulfur and Silicon and the Related Elements in 1998 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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.Safety of 2-(Phenylthio)isoindoline-1,3-dione

Reductive desulfurization of organosulfur compounds with sodium in liquid ammonia was written by Yu, Zhengkun;Verkade, John G.. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 1998.Safety of 2-(Phenylthio)isoindoline-1,3-dione This article mentions the following:

Greater than 95% sulfur removal was observed when dialkyl mono- or polysulfides were treated with Na in liquid ammonia. Polycyclic aromatic sulfur heterocycles were only moderately desulfurized under these conditions while phenylthio derivatives gave thiophenol as the major product and dithiophenols as the minor products. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Safety of 2-(Phenylthio)isoindoline-1,3-dione).

Kutuk, Halil et al. published their research in Phosphorus, Sulfur and Silicon and the Related Elements in 2011 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C14H9NO2S

Microwave-Assisted Synthesis of Disulfides was written by Kutuk, Halil;Turkoz, Nalan. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2011.Synthetic Route of C14H9NO2S This article mentions the following:

A new microwave-assisted synthesis methodol. for the preparation of substituted disulfide derivatives is presented. 4-Substituted sulfenimides were reacted with 4-substituted thiols under neat (to right doughy consistency) conditions in chloroform, with both microwave heating and conventional methods. The resulting 4-substituted disulfide derivatives were obtained at higher yields and in shorter reaction times with microwave heating. Their chem. was confirmed by ¹H-NMR, ¹³C-NMR, IR, and elemental anal. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Synthetic Route of C14H9NO2S).

Hemenway, Jeffrey N. et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2007 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.COA of Formula: C14H9NO2S

Preparation, characterization and in vivo conversion of new water-soluble sulfenamide prodrugs of carbamazepine was written by Hemenway, Jeffrey N.;Nti-Addae, Kwame;Guarino, Victor R.;Stella, Valentino J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.COA of Formula: C14H9NO2S This article mentions the following:

Improved synthetic methods were reported for the preparation of sulfenamide derivatives I [R = SPh, SCH₂CH(NH₂)CO₂Et, S(CH₂)₂NH₂] of carbamazepine (CBZ) I (R = H) for evaluation as prodrugs. These sulfenamide prodrugs were designed to rapidly release CBZ in vivo by cleavage of the sulfenamide bond by chem. reaction with glutathione and other sulfhydryl compounds Physicochem. characterization and in vivo conversion of the new prodrug I [R = S(CH₂)₂NH₂] of CBZ was evaluated to further establish the proof of concept of the sulfenamide prodrug approach. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4COA of Formula: C14H9NO2S).

Adam, Rosa et al. published their research in Angewandte Chemie, International Edition in 2016 | 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Application of 5388-42-1

Esters, Including Triglycerides, and Hydrogen as Feedstocks for the Ruthenium-Catalyzed Direct N-Alkylation of Amines was written by Adam, Rosa;Cabrero-Antonino, Jose R.;Junge, Kathrin;Jackstell, Ralf;Beller, Matthias. And the article was included in Angewandte Chemie, International Edition in 2016.Application of 5388-42-1 This article mentions the following:

Triglycerides are used for the direct N-alkylation of amines with mol. hydrogen for the first time. A broad range of interesting and industrially relevant secondary and tertiary amines are obtained in the presence of an in situ formed Ru/Triphos complex. Notably, plant oil can be efficiently applied in this single-step process. Moreover, a variety of other Me esters can be used as N-alkylation agents in the presence of hydrogen for the synthesis of more advanced building blocks. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Application of 5388-42-1).

Tao, Zhonglin et al. published their research in Journal of the American Chemical Society in 2018 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. 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: 14204-27-4

Enantioselective, Lewis Base-Catalyzed Carbosulfenylation of Alkenylboronates by 1,2-Boronate Migration was written by Tao, Zhonglin;Robb, Kevin A.;Panger, Jesse L.;Denmark, Scott E.. And the article was included in Journal of the American Chemical Society in 2018.SDS of cas: 14204-27-4 This article mentions the following:

A catalytic, enantioselective method for the preparation of chiral, non-racemic, alkylboronic esters bearing two vicinal stereogenic centers is described. The reaction proceeds via a 1,2-migration of a zwitterionic thiiranium-boronate complex to give exclusively anti carbosulfenylation products. A broad scope of aryl groups migrate with good yield and excellent enantioselectivity (up to 99:1 e.r.). Similarly, a range of di- and trisubstituted alkenylboronic esters are competent reaction partners. This method provides access to both secondary and tertiary chiral alkylboronic esters. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4SDS of cas: 14204-27-4).

Stirling, C. J. M. et al. published their research in Journal of the Chemical Society in 1960 | CAS: 5388-42-1

Intramolecular reactions of amides. II. Cyclization of amides of 闂?bromocarboxylic acids was written by Stirling, C. J. M.. And the article was included in Journal of the Chemical Society in 1960.Reference of 5388-42-1 This article mentions the following:

C₆H₁₁NH₂ (45 g.) in 100 ml. Et₂O added to 缂?bromobutyryl chloride (from 38 g. acid) in 300 ml. Et₂O gave 38 g. 缂?bromo-N-cyclohexylbutyramide (I), m. 60闂? I heated at 100闂?gave 2-cyclohexyliminotetrahydrofuran H Br salt (II), m. 132闂? from which the base (III), b. 134闂?7 mm., n_D²⁰ 1.4945 (methiodide m. 187-8闂?, was obtained. III (2 g.) in 20 ml. 20% aqueous H₂SO₄ 16 hrs. at 100闂?gave 0.5 g. 缂?butyrolactone (IV), b. 97闂?18 mm., n_D²² 1.4350, and 1.0 g. C₆H₁₁NH₂. III (10 g.) with 2 g. LiAlH₄ gave 4.6 g. 4-cyclohexylaminobutanol, b. 153闂?9 mm., n₂₁_D 1.4830, m. 45.6闂? III with PhMgBr gave a product of unknown structure. I (3.5 g.) refluxed 24 hrs. in 10 ml. EtOH and 500 ml. Et₂O added yielded 0.77 g. C₆H₁₁NH₃Br. Evaporation of the filtrate gave 0.34 g. IV after distillation and 2.1 g. N-cyclohexyl-缂備礁澧介幆鍧県oxybutyramide (V), m. 68.5闂? I (5 g.) with 15 g. powd. KOH 3 min. at 100闂?gave 1.2 g. 1-cyclohexyl-2-pyrrolidone, b. 154闂?7 mm., n_D¹⁴ 1.5005. II (3 g.) refluxed 24 hrs. in 10 ml. EtOH gave 0.4 g. IV and 1.85 g. V. 缂?Ethoxybutyryl chloride (from 1.7 g. acid) with C₆H₁₁NH₂ gave 1.5 g. V. 缂?Bromobutyranilide (VI) resisted cyclization. Ethanolysis of 3 g. VI gave 100% IV. VI (7 g.) and 3.1 g. Et₃N refluxed 1 hr. in 25 ml. EtOH gave 3.3 g. 1-phenyl-2-pyrrolidone, b. 188/14 mm., m. 66-8闂? 缂?Bromo-N-butylbutyramide (25 g.) kept. 1.5 hrs. at 125闂?gave 2.4 g. 2-butyliminotetrahydrofuran (VII), b. 92闂?9 mm., n_D¹⁸ 1.4593. Hydrolysis of 0.9 g. VII in 20% H₂SO₄ 24 hrs. at 100闂?gave 0.2 g. IV and BuNH₂ (55 g. p-nitrobenzoyl derivative, m. 100-1闂?. VII (2.9 g.) with 1 g. LiAlH₄ gave 1.1 g. 4-butylaminobutanol, b. 132闂?10 mm., n_D²¹ 1.4508. N-Benzyl-缂?bromobutyramide, m. 58闂? could not be cyclized. 5-Bromo-N-cyclohexylvaleramide (VIII) (12 g.) heated 1 hr. at 100闂?and Et₂O added yielded 7 g. 2-cyclohexyliminotetrahydropyran HBr salt (IX), m. 108-9闂? IX (4.6 g.) in 20 ml. H₂O was added to 100 ml. saturated brine, 200 ml. Et₂O and 20 ml. 10% aqueous KOH added, then the base quickly extracted and distilled to give 1.9 g. 2-cyclohexyliminotetrahydropyran (X), b. 134闂?8 mm., n_D²¹ 1.4980. X (1.6 g.) with 0.5 g. LiAlH₄ gave 0.89 g. 5-cyclohexylaminopentanol, m. 74-5闂? Ethanolysis of 2 g. VIII gave 0.7 g. C₆H₁₁NH₃Br and 0.3 g. 闂?valerolactone (XI), b. 12 mm. IX (0.6 g.) with 10 ml. 20% H₂SO₄ 16 hrs. at 100闂?gave 0.05 g. XI and 98% C₆H₁₁NH₂. 5-Bromovaleranilide (3 g., m. 96-7闂? refluxed 3 hrs. in 10 ml. EtOH gave 1.27 g. PhNH₃Br and 0.5 g. XI. o-Bromomethylbenzoyl bromide (XIII) (23 g.) with 17 g. PhNH₂ in 300 ml. Et₂O gave 15 g. 2-bromomethylbenzanilide (XIII), m. 83闂? XIII fused at 130闂?gave 1,3-dihydro-1-phenyliminoisobenzofuran HBr salt (XIV), m. 164-5闂? XIV (14 g.) in H₂O basified with aqueous Na₂CO₃ gave 10 g. 1,3-dihydro-1-phenyliminoisofuran (XV), m. 99.5闂? XV (0.75 g.) in 20% H₂SO₄ 1.5 hrs. at 100闂?gave 0.40 g. phthalide (XVI) and 92% PhNH₂. XV (1 g.) 2 hrs. at 300闂?gave 0.7 g. N-phenylisoindolinone, m. 166-7闂? XV (3.5 g.) with 1 g. LiAlH₄ gave 2.7 g. 2-hydroxymethyl-N-phenylbenzylamine, b. 156闂?0.03 mm., m. 59-60闂? XII (21 g.) with 18 g. PhCH₂NH₂ in 250 ml. Et₂O gave 7 g. 1-benzylimino-1,3-dihydroisobenzofuran (XVII), m. 37-8闂? n_D²⁵ 1.6103 (methiodide, m. 143-4闂?. Hydrolysis of XVII with 20% H₂SO₄ gave 88% XVI and 97% PhCH₂NH₂. XVII.HBr (5 g.) refluxed 5 hrs. in 10 ml. EtOH gave 1.62 g. PhCH₂NH₃Br, m. 225闂? 1.13 g. XVI, and 0.5 g. N-benzyl-2-ethoxymethylbenzamide, m. 86.5闂? XVI (3 g.) and PhCH₂NH₂ heated 3 hrs. at 260闂?gave 3.2 g. 2-benzylisoindolinone, m. 90闂? Similarly, XVI and C₆H₁₁NH₂ gave 2-cyclohexylisoindolinone, m. 112-13闂? XII (10.5 g.) with 7.2 g. C₆H₁₁NH₂ in 150 ml. Et₂O gave 4 g. 1-cyclohexylimino-1,3-dihydrobenzofuran (XVIII), m. 79-80闂?(methiodide m. 202闂?. Hydrolysis of XVIII gave 92% XVI and 87% C₆H₁₁NH₂. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Reference of 5388-42-1).

Wang, Tianlong et al. published their research in Tetrahedron in 2020 | CAS: 5388-42-1

Investigation towards the reductive amination of levulinic acid by B(C₆F₅)₃/hydrosilane system was written by Wang, Tianlong;Xu, Hai;He, Jianghua;Zhang, Yuetao. And the article was included in Tetrahedron in 2020.Application In Synthesis of 2-Phenylisoindolin-1-one This article mentions the following:

The selective transformation of the renewable biomass resources into the highly value-added platform chems. is essentially important for sustainable chem. Here the authors report a simple and highly efficient strategy for the synthesis of N-heterocyclic compounds from the reductive amination of the bio-derived levulinic acid and a wide range of anilines by metal-free B(C₆F₅)₃/hydrosilane catalyst system. Through adjusting the amounts of hydrosilane, the authors can synthesize a series of pyrrolidones or pyrrolidines, resp. Isotope-labeled NMR experiments were conducted to investigate the possible reaction pathway. 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).