Category: 399-52-0

In 2019,Advanced Synthesis & Catalysis included an article by Pillaiyar, Thanigaimalai; Uzair, Muhammad; Ullah, Saif; Schnakenburg, Gregor; Mueller, Christa E.. Application In Synthesis of 5-Fluoro-1H-indole. The article was titled 《Decarboxylative Coupling Reaction of 2-(1H-indol-3-yl)acetic Acids with Indole, Azaindole, Benzimidazole and Indazole Derivatives》. The information in the text is summarized as follows:

A new, mild and efficient copper(II)-promoted decarboxylative coupling reaction of 2-(1H-indol-3-yl)acetic acid derivatives I (R = H, 4-Cl, 5-OCH3, 6-F, 5-Cl, 6-Cl; R1 = H, CH3) with a variety of (substituted) indoles II (R2 = H, Ph, CO2Et; R3 = H, CH3; R4 = H, Me, F, Br, MeO, CHO; R5 = H, MeO, CHO, F; R6 = H, Cl, Br, MeO, Et, CN; R7 = H, Br; R6R7 = CH=CH-CH=CH) yielding (un)sym. substituted 3,3′-diindolylmethanes (DIMs) III have been reported. Reaction of 2-(1H-indol-3-yl)acetic acid I (R = R1 = H) with 7-azaindole led to 3-((1H-indol-3-yl)methyl)-1H-pyrrolo[2,3-b]pyridine, while 4-, 5-, and 6-azaindoles and benzimidazole reacted at the N1-nitrogen atom. Reaction of I (R = R1 = H) with 1H-indazole led to a mixture of 1-((1H-indol-3-yl)methyl)-1H-indazole and 2-((1H-indol-3-yl)methyl)-2H-indazole. The new method allows large-scale synthesis of biol. active DIMs. After reading the article, we found that the author used 5-Fluoro-1H-indole(cas: 399-52-0Application In Synthesis of 5-Fluoro-1H-indole)

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 In Synthesis of 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

In 2019,Advanced Synthesis & Catalysis included an article by Pillaiyar, Thanigaimalai; Uzair, Muhammad; Ullah, Saif; Schnakenburg, Gregor; Mueller, Christa E.. Application In Synthesis of 5-Fluoro-1H-indole. The article was titled 《Decarboxylative Coupling Reaction of 2-(1H-indol-3-yl)acetic Acids with Indole, Azaindole, Benzimidazole and Indazole Derivatives》. The information in the text is summarized as follows:

A new, mild and efficient copper(II)-promoted decarboxylative coupling reaction of 2-(1H-indol-3-yl)acetic acid derivatives I (R = H, 4-Cl, 5-OCH3, 6-F, 5-Cl, 6-Cl; R1 = H, CH3) with a variety of (substituted) indoles II (R2 = H, Ph, CO2Et; R3 = H, CH3; R4 = H, Me, F, Br, MeO, CHO; R5 = H, MeO, CHO, F; R6 = H, Cl, Br, MeO, Et, CN; R7 = H, Br; R6R7 = CH=CH-CH=CH) yielding (un)sym. substituted 3,3′-diindolylmethanes (DIMs) III have been reported. Reaction of 2-(1H-indol-3-yl)acetic acid I (R = R1 = H) with 7-azaindole led to 3-((1H-indol-3-yl)methyl)-1H-pyrrolo[2,3-b]pyridine, while 4-, 5-, and 6-azaindoles and benzimidazole reacted at the N1-nitrogen atom. Reaction of I (R = R1 = H) with 1H-indazole led to a mixture of 1-((1H-indol-3-yl)methyl)-1H-indazole and 2-((1H-indol-3-yl)methyl)-2H-indazole. The new method allows large-scale synthesis of biol. active DIMs. After reading the article, we found that the author used 5-Fluoro-1H-indole(cas: 399-52-0Application In Synthesis of 5-Fluoro-1H-indole)

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 In Synthesis of 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

《Imidazo[2,1-b] [1,3,4]thiadiazoles with antiproliferative activity against primary and gemcitabine-resistant pancreatic cancer cells》 was published in European Journal of Medicinal Chemistry in 2020. These research results belong to Cascioferro, Stella; Li Petri, Giovanna; Parrino, Barbara; Carbone, Daniela; Funel, Niccola; Bergonzini, Cecilia; Mantini, Giulia; Dekker, Henk; Geerke, Daan; Peters, Godefridus J.; Cirrincione, Girolamo; Giovannetti, Elisa; Diana, Patrizia. Safety of 5-Fluoro-1H-indole The article mentions the following:

A new series of eighteen HBr salts or free bases of imidazo[2,1-b][1,3,4]thiadiazoles I [R = H, MeO, Cl, F, Br; R1 = H, Me; R2 = Ph, 3-thienyl, 4-fluorophenyl, etc.; R3 = H, CHO] were efficiently synthesized and screened for antiproliferative activity against the National Cancer Institute (NCI-60) cell lines panel. Two out of eighteen derivatives, HBr salt of compounds I [R = R1 = R3 = H, R2 = 3-thienyl; R = F, R1 = Me, R2 = 3-thienyl, R3 = H] showed remarkably cytotoxic activity with the half maximal inhibitory concentration values (IC50) ranging from 0.23 to 11.4μM, and 0.29-12.2μM, resp. However, two addnl. compounds, I [R = R3 = H, R1 = Me, R2 = 3-thienyl, HBr salt; R = F, R1 = R3 = H, R2 = 3-thienyl] displayed remarkable in-vitro antiproliferative activity against pancreatic ductal adenocarcinoma (PDAC) cell lines, including immortalized (SUIT-2, Capan-1, Panc-1), primary (PDAC-3) and gemcitabine-resistant (Panc-1R), eliciting IC50 values ranging from micromolar to sub-micromolar level, associated with significant reduction of cell-migration and spheroid shrinkage. These remarkable results were explained by modulation of key regulators of epithelial-to-mesenchymal transition (EMT), including E-cadherin and vimentin, and inhibition of metalloproteinase-2/-9. High-throughput arrays revealed a significant inhibition of the phosphorylation of 45 tyrosine kinases substrates, whose visualization on Cytoscape highlighted PTK2/FAK as an important hub. Inhibition of phosphorylation of PTK2/FAK was validated as one of the possible mechanisms of action, using a specific ELISA. In conclusion, novel imidazothiadiazoles show potent antiproliferative activity, mediated by modulation of EMT and PTK2/FAK. In the experimental materials used by the author, we found 5-Fluoro-1H-indole(cas: 399-52-0Safety of 5-Fluoro-1H-indole)

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.Safety of 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

HPLC of Formula: 399-52-0In 2019 ,《Synthesis of novel pyrido[1,2-c]pyrimidine derivatives with rigidized tryptamine moiety as potential SSRI and 5-HT1A receptor ligands》 appeared in European Journal of Medicinal Chemistry. The author of the article were Slifirski, Grzegorz; Krol, Marek; Kleps, Jerzy; Ulenberg, Szymon; Belka, Mariusz; Baczek, Tomasz; Siwek, Agata; Stachowicz, Katarzyna; Szewczyk, Bernadeta; Nowak, Gabriel; Bojarski, Andrzej; Koziol, Anna E.; Turlo, Jadwiga; Herold, Franciszek. The article conveys some information:

In this study new derivatives of 4-aryl-pyrido[1,2-c]pyrimidine I (R1 = H, Cl, Me, F, OMe; R2 = H, Cl, F, OMe, Me, etc.; R3 = H, F, OMe) having conformationally restricted tryptamine moiety were prepared In vitro studies (RBA) have shown that a few compounds exhibit high affinity to mol. targets 5-HT1A receptor and SERT protein. In general, compounds with an unsubstituted or a para-substituted benzene ring on the pyrido[1,2-c]pyrimidine residue in the terminal part were characterized by higher binding ability, which can be justified by the greater flexibility of the structure. For I [R1 = R2 = R3 = H (II)], I [R1 = H; R2 = F; R3 = H (III)], I (R1 = H; R2 = OMe; R3 = H) and I [R1 = H; R2 = OMe; R3 = OMe (IV)], further in vitro, in vivo and metabolic stability tests were performed. The in vitro studies in the extended receptor profile (D2, 5-HT2A, 5-HT6 and 5-HT7) indicated their selectivity toward the 5-HT1A receptor and SERT protein. The in vivo studies (8-OH-DPAT-induced hypothermia in mice, FST) revealed that II has the properties of presynaptic agonist of the 5-HT1A receptor, and III demonstrated the properties of a presynaptic antagonist of the 5-HT1A receptor. Metabolic stability studies, in turn, showed that few compounds having an unsubstituted indole residue, were more resistant to biotransformation reactions of the first pass phase than was IV containing a 5-methoxy-substituted indole residue. After reading the article, we found that the author used 5-Fluoro-1H-indole(cas: 399-52-0HPLC of Formula: 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).HPLC of Formula: 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

The author of 《Enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel-Crafts reaction》 were You, Yong; Lu, Wen-Ya; Xie, Ke-Xin; Zhao, Jian-Qiang; Wang, Zhen-Hua; Yuan, Wei-Cheng. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. Category: indole-building-block The author mentioned the following in the article:

A highly enantioselective aza-Friedel-Crafts reaction of structurally new ketimines with indoles and pyrrole was developed by using a chiral phosphoric acid as the catalyst. This protocol enabled the first enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives in good to excellent yields (up to 99% yield) and excellent enantioselectivities (up to >99% ee). In addition to this study using 5-Fluoro-1H-indole, there are many other studies that have used 5-Fluoro-1H-indole(cas: 399-52-0Category: indole-building-block) 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.Category: indole-building-block

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

《Highly enantioselective electrosynthesis of C2-quaternary indolin-3-ones》 was written by Lu, Fo-Yun; Chen, Yu-Jue; Chen, Yuan; Ding, Xuan; Guan, Zhi; He, Yan-Hong. COA of Formula: C8H6FN And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

A highly enantioselective and direct synthesis of C2-quaternary indolin-3-ones from 2-arylindoles by combining electrochem. and organocatalysis is described. Excellent enantioselectivities (up to 99% ee) and diastereoselectivities (>20 : 1) can be obtained through anodic oxidation in combination with asym. proline-catalyzed alkylation in an undivided cell under constant-current conditions. Thus, e.g., 2-phenylindole + cyclohexanone → I (67%, > 20:1 d.r., 98% ee) in presence of L-proline as chiral organic catalyst using DMF as solvent, TFE as cosolvent, TEMPO as mediator, benzoic acid as additive and tetrabutylammonium perchlorate as electrolyte in undivided cell with Pt anode and cathode. In the experiment, the researchers used 5-Fluoro-1H-indole(cas: 399-52-0COA of Formula: 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.COA of Formula: 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

《The copper(II)-catalyzed and oxidant-promoted regioselective C-2 difluoromethylation of indoles and pyrroles》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Zhang, Dong; Fang, Zheng; Cai, Jinlin; Liu, Chengkou; He, Wei; Duan, Jindian; Qin, Ning; Yang, Zhao; Guo, Kai. Reference of 5-Fluoro-1H-indole The article mentions the following:

A novel and efficient approach for the highly selective C-2 difluoromethylation of indole derivatives was developed by using sodium difluoromethylsulfinate (HCF2SO2Na) as the source of difluoromethyl groups and a Cu(II) complex as the catalyst. Various substrates were well tolerated in this transformation and the desired products, such as I [R = H, 3-Me, 4-Me, etc.] were obtained in moderate to good yields. Moreover, the late-stage C-2 difluoromethylation of bioactive mols. containing an indole ring was achieved in good yields. Generally, this reaction features excellent functional group compatibility, broad substrate scope and excellent C-2 selectivity. In the experiment, the researchers used 5-Fluoro-1H-indole(cas: 399-52-0Reference of 5-Fluoro-1H-indole)

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.Reference of 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

Liu, Xiaoyu; He, Kun; Gao, Na; Jiang, Peiyun; Lin, Jun; Jin, Yi published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《A radical-mediated multicomponent cascade reaction for the synthesis of azide-biindole derivatives》.Formula: C8H6FN The article contains the following contents:

A radical-mediated, one-pot, multicomponent cascade reaction was developed for the synthesis of azide-biindole derivatives Mechanistic studies demonstrated that the nitrogen-centered free radical were formed by the reaction of heterocyclic N-H with CuII and PIFA and initiated the cascade reaction with indole to obtain the biindole intermediate. The obtained biindole intermediate then reacted with sodium azide in the presence of CuII catalyst and PIFA which then resulted in final products. This methodol. was useful for constructing other azido heterocycles. In the part of experimental materials, we found many familiar compounds, such as 5-Fluoro-1H-indole(cas: 399-52-0Formula: 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.Formula: 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

Pillaiyar, Thanigaimalai; Sedaghati, Masoud; Mahardhika, Andhika B.; Wendt, Lukas L.; Mueller, Christa E. published their research in Beilstein Journal of Organic Chemistry in 2021. The article was titled 《Iodine-catalyzed electrophilic substitution of indoles: synthesis of (un)symmetrical diindolylmethanes with a quaternary carbon center》.Related Products of 399-52-0 The article contains the following contents:

A novel, versatile approach for the synthesis of unsym. 3,3′-diindolylmethanes (DIMs) with a quaternary carbon center has been developed via iodine-catalyzed coupling of trifluoromethyl(indolyl)phenylmethanols with indoles. In contrast to previously reported methods, the new procedure is characterized by chemoselectivity, mild conditions, high yields, and scalability to obtain gram amounts for biol. studies. Selected compounds were found to display affinity for cannabinoid receptors, which are promising drug targets for the treatment of inflammatory and neurodegenerative diseases. The results came from multiple reactions, including the reaction of 5-Fluoro-1H-indole(cas: 399-52-0Related Products 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.Related Products 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 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Zhang, Jitan; Wu, Manyi; Fan, Jian; Xu, Qiaoqiao; Xie, Meihua. Electric Literature of C8H6FN. The article was titled 《Selective C-H acylation of indoles with α-oxocarboxylic acids at the C4 position by palladium catalysis》. The information in the text is summarized as follows:

The first Pd-catalyzed direct C-H acylation of indoles at the C4 position with α-oxocarboxylic acids using a ketone directing group was described. This reaction exhibited high regioselectivity with the tolerance of a wide scope of functional groups to afford diverse acylated indoles I [R = Me, Ph, Bn, Ts; R1 = H, Me, Ph; R2 = H, Me, Et, t-Bu, Ph; R3 = Ph, 4-MeC6H4, 2-thienyl, etc.; R4 = H, 5-F, 6-Br, etc.] in moderate to good yields. The control experiments evidenced the generation of acyl radicals via K2S2O8 promoted decarboxylation of α-oxocarboxylic acids and the involvement of a PdII/PdIV catalytic cycle. Importantly, the synthetically useful selectivity observed might be applied to prepare indole derivatives with anti-tumor activity as tubulin inhibitors. In the experimental materials used by the author, we found 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