100-200 | - Page 75 of 93 - Indole Building Blocks

Zhu, Wen-Run’s team published research in Chemical Science in 2022 | CAS: 399-52-0

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Fluorine-containing aromatics have been incorporated into crop-protection chemicals (herbicides, insecticides, fungicides). Liquid crystals, positron emission tomography, and imaging systems represent new areas where fluoroaromatics and fluoroheterocyclics have gained attention.Electric Literature of C8H6FN

In 2022,Zhu, Wen-Run; Su, Qiong; Deng, Xiao-Yi; Liu, Jia-Sheng; Zhong, Tao; Meng, Shan-Shui; Yi, Ji-Tao; Weng, Jiang; Lu, Gui published an article in Chemical Science. The title of the article was 《Organocatalytic enantioselective SN1-type dehydrative nucleophilic substitution: access to bis(indolyl)methanes bearing quaternary carbon stereocenters》.Electric Literature of C8H6FN The author mentioned the following in the article:

A highly general and straightforward approach to access chiral bis(indolyl)methanes (BIMs) bearing quaternary stereocenters was realized via enantioconvergent dehydrative nucleophilic substitution. A broad range of 3,3′-, 3,2′- and 3,1′-BIMs were obtained under mild conditions with excellent efficiency and enantioselectivity (80 examples, up to 98% yield and >99 : 1 er). By utilizing racemic 3-indolyl tertiary alcs. as precursors of alkyl electrophiles and indoles as C-H nucleophiles, this organocatalytic strategy avoids pre-activation of substrates and produces water as the only byproduct. Mechanistic studies suggest a formal SN1-type pathway enabled by chiral phosphoric acid catalysis. The practicability of the obtained enantioenriched BIMs was further demonstrated by versatile transformation and high antimicrobial activities. The experimental part of the paper was very detailed, including the reaction process of 5-Fluoro-1H-indole(cas: 399-52-0Electric Literature of C8H6FN)

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

Han, Zhi-Peng’s team published research in Green Chemistry in 2021 | CAS: 399-52-0

Han, Zhi-Peng; Xu, Meng-Meng; Zhang, Rui-Ying; Xu, Xiao-Ping; Ji, Shun-Jun published an article in 2021. The article was titled 《Rh(III)-Catalyzed C(sp2)-H functionalization/cyclization cascade of N-carboxamide indole and iodonium reagents for access to indoloquinazolinone derivatives》, and you may find the article in Green Chemistry.Product Details of 399-52-0 The information in the text is summarized as follows:

A rhodium-catalyzed synthesis of indoloquinazolinones, e.g., I, from a hypervalent iodonium reagents and N-carboxamide indoles was developed. The protocol featured broad functional group tolerance, mild conditions, and excellent yields. The target products were obtained simply by filtration, without tedious column chromatog. Notably, the noble metal catalyst system could be recycled effectively at least ten times. The strategy may be amenable to industrial production5-Fluoro-1H-indole(cas: 399-52-0Product Details of 399-52-0) was used in this study.

Ban, Yong-Liang’s team published research in ACS Catalysis in 2021 | CAS: 399-52-0

Ban, Yong-Liang; You, Long; Wang, Tao; Wu, Li-Zhu; Liu, Qiang published an article in 2021. The article was titled 《Metallaphotoredox Dearomatization of Indoles by a Benzamide-Empowered [4 + 2] Annulation: Facile Access to Indolo[2,3-c]isoquinolin-5-ones》, and you may find the article in ACS Catalysis.Name: 5-Fluoro-1H-indole The information in the text is summarized as follows:

Herein, a metallaphotoredox catalysis protocol enabling the efficient dearomatization of indoles I (R = quinolin-8-yl, (tert-butoxy)carbonyl; R1 = H, Me, OMe, hydroxymethyl, (acetyloxy)methyl; R2 = H, F, 2-oxocyclohexyl, morpholin-4-yl, etc.; R3 = H, Me; R4 = H, Me) utilizing readily available N-quinolyl benzamides II (R5 = Ph, thiophen-2-yl, 2H-1,3-benzodioxol-5-yl, etc.) under environmentally benign reaction conditions was reported. This reaction allows regioselective C-2 and C-3 dual functionalization of indoles and provides a mild, straightforward, and high atom- and step-economical approach to produce a diverse array of indolo[2,3-c]isoquinolin-5-ones e.g., III by merging cobalt catalysis with photocatalysis. The practicality and effectiveness of this synergistic protocol were illustrated by a gram-scale experiment Preliminary mechanistic studies indicate that a single-electron transfer process is involved during the catalytic cycle. In addition, a catalytically competent organometallic Co(bzac)3 has been identified through X-ray crystallog., 1H NMR, 13C NMR, and ESI-HRMS. In addition to this study using 5-Fluoro-1H-indole, there are many other studies that have used 5-Fluoro-1H-indole(cas: 399-52-0Name: 5-Fluoro-1H-indole) was used in this study.

Ibanez, Ignacio’s team published research in ACS Catalysis in 2019 | CAS: 399-52-0

The author of 《Enantioselective Friedel-Crafts Alkylation Reaction of Indoles with α-Trifluoromethylated β-Nitrostyrenes Catalyzed by Chiral BINOL Metal Phosphate》 were Ibanez, Ignacio; Kaneko, Mio; Kamei, Yuto; Tsutsumi, Ryosuke; Yamanaka, Masahiro; Akiyama, Takahiko. And the article was published in ACS Catalysis in 2019. Recommanded Product: 5-Fluoro-1H-indole The author mentioned the following in the article:

An efficient enantioselective Friedel-Crafts alkylation reaction of indoles with α-CF3-substituted β-nitrostyrenes is disclosed. The key to success is the use of a chiral calcium BINOL bis(phosphate) complex as a Lewis acid catalyst. The reaction gives access to a wide variety of optically active indoles bearing trifluoromethylated all-carbon quaternary stereocenter (up to 20 examples) in high yields (up to 99%) with excellent enantioselectivities (up to 98%) under mild reaction conditions. Nonactivated α-alkyl-β-nitrostyrenes also participated in the Friedel-Crafts alkylation reaction successfully.5-Fluoro-1H-indole(cas: 399-52-0Recommanded Product: 5-Fluoro-1H-indole) was used in this study.

Cao, Min’s team published research in Tetrahedron Letters in 2019 | CAS: 399-52-0

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Electric Literature of C8H6FN

Electric Literature of C8H6FNIn 2019 ,《Cross-dehydrogenative coupling of secondary benzylic ethers with indoles and pyrroles》 appeared in Tetrahedron Letters. The author of the article were Cao, Min; Mao, Ying; Huang, Jiancheng; Ma, Yudao; Liu, Lei. The article conveys some information:

The first cross-dehydrogenative coupling of secondary benzylic ethers with indoles and pyrroles for tertiary ether construction was described. A broad range of α-aryl substituted isochromans react with a variety of electronically varied indoles and pyrroles smoothly under mild metal-free conditions in high efficiency. In addition, the catalytic asym. variant was preliminarily explored and corresponding tertiary ether was obtained in 69% ee.5-Fluoro-1H-indole(cas: 399-52-0Electric Literature of C8H6FN) was used in this study.

Rather, Rafiq A.’s team published research in Tetrahedron in 2021 | CAS: 399-52-0

Rather, Rafiq A.; Ara, Tabassum published their research in Tetrahedron in 2021. The article was titled 《Copper catalyzed synthesis of 3-((arylethynyl)selanyl)-1H-indoles via selenium insertion reaction by using elemental selenium》.Recommanded Product: 399-52-0 The article contains the following contents:

Herein, an efficient and simple strategy for the synthesis of biol. relevant 3-((arylethynyl)selanyl)-1H-indoles I (R = H, 2-Cl, 3-Me, 4-OCF3, etc.; R1 = H, Me, OMe, F, etc.; R2 = H, Br) have been disclosed. The reactions were carried out in presence of a catalytic amount of copper (I) bromide. The selenide adduct tolerates all types of substrates used. Furthermore, all the products I were obtained in good to excellent yields. Unique coupling, multicomponent, one-pot access served a useful output in organic synthesis design. In the experimental materials used by the author, we found 5-Fluoro-1H-indole(cas: 399-52-0Recommanded Product: 399-52-0)

Ruiz-Ruiz, Susana’s team published research in Aging Cell in 2020 | CAS: 120-72-9

1H-Indole(cas: 120-72-9) belongs to indole. 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.Related Products of 120-72-9

《Functional microbiome deficits associated with ageing: Chronological age threshold》 was written by Ruiz-Ruiz, Susana; Sanchez-Carrillo, Sergio; Ciordia, Sergio; Mena, Maria C.; Mendez-Garcia, Celia; Rojo, David; Bargiela, Rafael; Zubeldia-Varela, Elisa; Martinez-Martinez, Monica; Barbas, Coral; Ferrer, Manuel; Moya, Andres. Related Products of 120-72-9 And the article was included in Aging Cell in 2020. The article conveys some information:

Composition of the gut microbiota changes during aging, but questions remain about whether age is also associated with deficits in microbiome function and whether these changes occur sharply or progressively. The ability to define these deficits in populations of different ages may help determine a chronol. age threshold at which deficits occur and subsequently identify innovative dietary strategies for active and healthy aging. Here, active gut microbiota and associated metabolic functions were evaluated using shotgun proteomics in three well-defined age groups consisting of 30 healthy volunteers, namely, ten infants, ten adults and ten elderly individuals. Samples from each volunteer at intervals of up to 6 mo (n = 83 samples) were used for validation. Aging gradually increases the diversity of gut bacteria that actively synthesize proteins, that is by 1.4-fold from infants to elderly individuals. An anal. of functional deficits consistently identifies a relationship between tryptophan and indole metabolism and aging (p < 2.8e-8). Indeed, the synthesis of proteins involved in tryptophan and indole production and the fecal concentrations of these metabolites are directly correlated (r2 > .987) and progressively decrease with age (r2 > .948). An age threshold for a 50% decrease is observed ca. 11-31 years old, and a greater than 90% reduction is observed from the ages of 34-54 years. Based on recent investigations linking tryptophan with abundance of indole and other “”healthy”” longevity mols. and on the results from this small cohort study, dietary interventions aimed at manipulating tryptophan deficits since a relatively “”young”” age of 34 and, particularly, in the elderly are recommended. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Related Products of 120-72-9)

Li, Ling-Jun’s team published research in Organic Letters in 2020 | CAS: 399-52-0

《Synthesis of Axially Chiral Olefin-Oxazoline Ligands via Pd-Catalyzed Multiple C-H Functionalization》 was published in Organic Letters in 2020. These research results belong to Li, Ling-Jun; Chen, Jun-Jie; Feng, Chen-Fei; Li, Han-Yuan; Wang, Xing; Xu, Hui; Dai, Hui-Xiong. Quality Control of 5-Fluoro-1H-indole The article mentions the following:

We report herein the Pd-catalyzed oxazoline-directed C-H olefination of the N-arylindole skeleton, affording two diastereomers of axially chiral olefin-oxazoline ligands in a one-step procedure. Modifications at the 3- and 3′-positions were facilely achieved via electrophilic substitution of the indole fragment and subsequent oxazoline-directed C-H amidation or olefination of the arene fragment.5-Fluoro-1H-indole(cas: 399-52-0Quality Control of 5-Fluoro-1H-indole) was used in this study.

Wu, Zhiqiang’s team published research in Green Chemistry in 2019 | CAS: 120-72-9

In 2019,Green Chemistry included an article by Wu, Zhiqiang; Wang, Gang; Yuan, Shuo; Wu, Dan; Liu, Wanyi; Ma, Baojun; Bi, Shuxian; Zhan, Haijuan; Chen, Xiaoyan. SDS of cas: 120-72-9. The article was titled 《Synthesis of bis(indolyl)methanes under dry grinding conditions, promoted by a Lewis acid-surfactant-SiO2-combined nanocatalyst》. The information in the text is summarized as follows:

An in situ developed Lewis acid-surfactant-SiO2-combined (LASSC) nanocatalyst was used, for the first time, as a green and effective promoting medium for the electrophilic activation of aldehydes RCHO (R = 4-nitrophenyl, 2,4-dichlorophenyl, 3,4-dihydroxyphenyl, etc.) under solvent-free and dry grinding conditions. The advantages of using the LASSC nanocatalyst include avoiding the generation of wastewater containing sodium dodecyl sulfate and the use of toxic reagents, excellent reusability of the catalyst, and obtaining a high yield of bis(indolyl)methanes I (R1 = 6-NO2, 2-Me, 3-Me, etc.). In the experimental materials used by the author, we found 1H-Indole(cas: 120-72-9SDS of cas: 120-72-9)

Chen, Xiaohua’s team published research in Food Chemistry in 2019 | CAS: 120-72-9

In 2019,Food Chemistry included an article by Chen, Xiaohua; Chen, Dejing; Jiang, Hai; Sun, Haiyan; Zhang, Chen; Zhao, Hua; Li, Xinsheng; Yan, Fei; Chen, Chen; Xu, Zhimin. Electric Literature of C8H7N. The article was titled 《Aroma characterization of Hanzhong black tea (Camellia sinensis) using solid phase extraction coupled with gas chromatography-mass spectrometry and olfactometry and sensory analysis》. The information in the text is summarized as follows:

The unique aroma of the Hanzhong black tea is due to the special location of the harvesting place and specific manufacturing processes. In this study, a solid phase extraction method (SPE) as sample preparation tool was combined with gas chromatog. (GC) as separation technique and several detection systems such as mass spectrometry (MS), flame ionization (FID) and olfactometry (O), which, together with sensorial anal. were used to characterize aroma compounds in Hanzhong black tea infusion. Seventy three aroma compounds were identified and quantified in the tea infusion by the GC-MS and GC-FID methods, resp. Among them, odor perceptions of 24 compounds were characterized by the GC-O anal. It was found that linalool oxide I, II and III, E,E-2,4-nonadienal, 4,5-dimethyl-3-hydroxy-2,5-dihydrofuran-2-one, 1-octen-3-one, E,Z-2,6-nonadienal, bis(2-methyl-3-furyl) disulfide had higher odor activity value in the tea infusion and offered floral, fatty, and caramel, mushroom, cucumber, and cooked beef -like odors, resp. Overall, floral and mushroom and caramel -like odors significantly dominated in the Hanzhong black tea infusion.1H-Indole(cas: 120-72-9Electric Literature of C8H7N) was used in this study.