Category: 399-52-0

In 2019,ACS Catalysis included an article by Zhang, Lin-Bao; Zhu, Ming-Hui; Ni, Shao-Fei; Wen, Li-Rong; Li, Ming. Product Details of 399-52-0. The article was titled 《Silver-Mediated Indole (4 + 2) Dearomative Annulation with N-Radicals: A Strategy To Construct Heterocycle-Fused Indolines》. The information in the text is summarized as follows:

A regioselective AgI-mediated dearomative (4 + 2) annulation reaction of substituted indoles has been developed. The transformation provides rapid access to functionalized heterocycle fused indoline skeletons, e.g., I, with broad functional groups, high atom economy, and an easy-to-handle nature in one step. Moreover, the recovery experiment of silver catalysts could reduce the cost. D. functional theory studies support a “”radical cation”” pathway in which C-N bond formation determines the rate-limiting step. The results came from multiple reactions, including the reaction of 5-Fluoro-1H-indole(cas: 399-52-0Product Details of 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.Product Details of 399-52-0

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

《Palladium-Catalyzed Regioselective Coupling Cyclohexenone into Indoles: Atom-Economic Synthesis of β-Indolyl Cyclohexenones and Derivatization Applications》 was written by Wen, Zhen-Kang; Wu, Xiao-Xue; Bao, Wen-Kai; Xiao, Jing-Jing; Chao, Jian-Bin. Recommanded Product: 399-52-0 And the article was included in Organic Letters in 2020. The article conveys some information:

Herein, we report a palladium-catalyzed dehydrogenative cross-coupling of indoles with cyclic enones to give β-indolyl cyclic enones under mild and neutral reaction conditions. The key to the success is to explore a mild condition, which ensures the indole C-H activation and subsequent syn β-hydride elimination through rapid enolization isomerization of Pd(II)-enolate while suppressing other undesired side reactions. Synthetic utility has also been demonstrated in the flexible transformation of the coupling products to meta-phenols and benzo[a]carbazoles. After reading the article, we found that the author used 5-Fluoro-1H-indole(cas: 399-52-0Recommanded Product: 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).Recommanded Product: 399-52-0

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

《Merging Visible Light Photocatalysis and L-/D-Proline Catalysis: Direct Asymmetric Oxidative Dearomatization of 2-Arylindoles To Access C2-Quaternary Indolin-3-ones》 was written by Dong, Chun-Lin; Ding, Xuan; Huang, Lan-Qian; He, Yan-Hong; Guan, Zhi. Computed Properties of C8H6FN And the article was included in Organic Letters in 2020. The article conveys some information:

A mild and effective method for asym. synthesis of C2-quaternary indolin-3-ones directly from 2-arylindoles by combining visible light photocatalysis and organocatalysis is described. In this reaction, 2-substituted indoles undergo photocatalyzed oxidative dearomatization, followed by an organocatalyzed asym. Mannich reaction with ketones or aldehydes. Products with opposite configurations are easily obtained in satisfactory yields with excellent enantio- and diastereoselectivity by employing readily available L- and D-proline as chiral organocatalysts. In the part of experimental materials, we found many familiar compounds, such as 5-Fluoro-1H-indole(cas: 399-52-0Computed Properties of C8H6FN)

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.Computed Properties 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

In 2019,ChemCatChem included an article by Levitre, Guillaume; Audubert, Clement; Dumoulin, Audrey; Goual, Nawel; Retailleau, Pascal; Moreau, Xavier; Masson, Geraldine. Application of 399-52-0. The article was titled 《Combining Organocatalysis and Photoredox Catalysis: An Asymmetric Synthesis of Chiral β-Amino α-Substituted Tryptamines》. The information in the text is summarized as follows:

A stereoselective synthesis of functionalized β-amino α-substituted tryptamines I [R1 = Me, cyclopropyl, (CH2)3OTBDPS, etc.; R2 = H, 7-I, 5-MeO, etc.] was achieved by a sequential asym. organocatalytic three-component electrophilic amination and photocatalyzed Friedel-Crafts reaction of indoles with moderate to high diastereoselectivities (up to >99 : 1 dr) and excellent enantioselectivities (up to >99 % ee). It was also demonstrated that the β-amino α-substituted tryptamines could be successfully engaged in a further catalytic step, furnishing various α, β-substituted tryptamines II [R3 = allyl, 2-methoxythienyl, benzofuran-3-yl, etc.] without erosion of enantioselectivity and with complete diastereoselectivity. In the experimental materials used by the author, we found 5-Fluoro-1H-indole(cas: 399-52-0Application of 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.Application of 399-52-0

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

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)

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

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; 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.

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.Product Details of 399-52-0

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

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.

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.Name: 5-Fluoro-1H-indole

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

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.

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.Recommanded Product: 5-Fluoro-1H-indole

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

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.

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

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

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)

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.Recommanded Product: 399-52-0

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