Category: 399-52-0

Zeng, Miao; Xue, Jing-Wen; Jiang, Hongwu; Li, Kaiwen; Chen, Yunong; Chen, Zhuqi; Yin, Guochuan published their research in Journal of Organic Chemistry in 2021. The article was titled 《Decarboxylative Addition of Propiolic Acids with Indoles to Synthesize Bis(indolyl)methane Derivatives with a Pd(II)/LA Catalyst》.Product Details of 399-52-0 The article contains the following contents:

The present work introduces a Pd(II)/LA-catalyzed (LA: Lewis acid) decarboxylative addition reaction for the synthesis of bis(indolyl)methane derivatives The presence of Lewis acid such as Sc(OTf)3 triggered Pd(II)-catalyzed decarboxylative addition of propiolic acids with indoles to offer the bis(indolyl)methane derivatives in moderate to good yields, whereas neither Pd(II) nor Lewis acid alone was active for this synthesis. The catalytic efficiency of Pd(OAc)2 was highly dependent on the Lewis acidity of the added Lewis acid, i.e., a stronger Lewis acid provided a higher yield of the bis(indolyl)methane derivatives Meanwhile, this Pd(II)/LA-catalyzed decarboxylative addition reaction showed good tolerance toward versatile electron-rich or -deficient substituents on the indole skeleton and on the benzyl ring of propiolic acids. The studies on the in situ 1H NMR kinetics of this Pd(II)/Sc(III) catalysis disclosed the formation of a transient vinyl-Pd(II)/Sc(III) intermediate generated by the pyrrole addition to the alkynyl-Pd(II)/Sc(III) species after decarboxylation, which was scarcely observed before. In the experiment, the researchers used many compounds, for example, 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

Wu, Jiaping; Qian, Baiyang; Lu, Lili; Yang, Haitao; Shang, Yongjia; Zhang, Jitan published their research in Organic Chemistry Frontiers in 2021. The article was titled 《Access to the C2 C-H olefination, alkylation and deuteration of indoles by rhodium(III) catalysis: an opportunity for diverse syntheses》.Recommanded Product: 399-52-0 The article contains the following contents:

A concise approach for the synthesis of structurally diverse indoles enabled by RhIII-catalyzed switchable C2 C-H olefination and alkylation of N-quinolinyl indoles with alkenes as well as highly efficient C-H deuteration was described. The reaction could be conducted under practical reaction conditions, with a broad substrate scope and good tolerance of various functional groups. The potential value of this synthetic methodol. was shown by the diverse late-stage modification of the products, thereby providing a straightforward route to access functionalized indoles, especially indole-based P,N ligands. In addition to this study using 5-Fluoro-1H-indole, there are many other studies that have used 5-Fluoro-1H-indole(cas: 399-52-0Recommanded Product: 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.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

The author of 《Palladium-catalyzed regioselective C-H alkynylation of indoles with bromoalkynes in water》 were Wu, Wanqing; Fang, Songjia; Jiang, Guangbin; Li, Meng; Jiang, Huanfeng. And the article was published in Organic Chemistry Frontiers in 2019. Formula: C8H6FN The author mentioned the following in the article:

A highly regioselective alkynylation of indoles was accomplished for the assembly of functionalized C2 alkynyl indoles in moderate to good yields with a primary amine as the directing group. This protocol represented an efficient palladium-catalyzed C(sp2)-H activation/alkynylation using water/aqueous media as a sustainable solvent. Moreover, the scalability was demonstrated and further transformations of the alkynylating products were achieved, demonstrated the potential applications in synthetic and pharmaceutical chem. Preliminary mechanistic investigations suggested that the cleavage of the C2 C-H bond of indoles was likely to be the rate-determining step in this reaction. The experimental part of the paper was very detailed, including the reaction process of 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

Qin, Hong; Zhang, Jie; Qiao, Kai; Zhang, Dong; He, Wei; Liu, Chengkou; Fang, Zheng; Guo, Kai published an article in 2021. The article was titled 《Palladium-Catalyzed C2-Regioselective Perfluoroalkylation of the Free (NH)-Heteroarenes》, and you may find the article in Journal of Organic Chemistry.Related Products of 399-52-0 The information in the text is summarized as follows:

A highly regioselective and atom-efficient strategy for the construction of fused free (NH) heteroarenes I (R = 3-Me, 4-Cl, 7-F, etc.) and II (R1 = 2-C(O)2Me, 3-C(O)2Me, 3-C(O)2Et-4-Me) through a palladium-catalyzed perfluoroalkyl insertion reaction has been accomplished. This protocol employed multiple iodofluoroalkanes R2I [R2 = 1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexyl, 1,1,2,2,3,3,3-heptafluoropropyl, (benzenesulfonyl)difluoromethyl, etc.] as practical and available perfluoroalkyl sources to provide an operationally simple and versatile route for the synthesis of perfluoroalkylated indoles III. Moreover, indoles I without the assistance of guide groups were utilized as substrates, achieving C(sp2)-H site-selective functionalization of indoles I in yields up to 95%. Furthermore, this protocol was also used for late-stage C2 perfluoroalkylation of bioactive compounds such as auxin, tryptophan, and melatonin analogs. The experimental part of the paper was very detailed, including the reaction process 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. 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).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

Agostini, Federica; Sinn, Ludwig; Petras, Daniel; Schipp, Christian J.; Kubyshkin, Vladimir; Berger, Allison Ann; Dorrestein, Pieter C.; Rappsilber, Juri; Budisa, Nediljko; Koksch, Beate published an article in 2021. The article was titled 《Multiomics Analysis Provides Insight into the Laboratory Evolution of Escherichia coli toward the Metabolic Usage of Fluorinated Indoles》, and you may find the article in ACS Central Science.Formula: C8H6FN The information in the text is summarized as follows:

Organofluorine compounds are known to be toxic to a broad variety of living beings in different habitats, and chem. fluorination has been historically exploited by mankind for the development of therapeutic drugs or agricultural pesticides. However, several studies so far demonstrated that, under appropriate conditions, living systems (in particular bacteria) can tolerate the presence of fluorinated mols. (e.g., amino acids analogs) within their metabolism and even repurpose them as alternative building blocks for the synthesis of cellular macromols. such as proteins. Understanding the mol. mechanism behind these phenomena would greatly advance approaches to the biotechnol. synthesis of recombinant proteins and peptide drugs. However, information about the metabolic effects of long-term exposure of living cells to fluorinated amino acids remains scarce. Hereby, the authors report the long-term propagation of Escherichia coli (E. coli) in an artificially fluorinated habitat that yielded two strains naturally adapted to live on fluorinated amino acids. In particular, the authors applied selective pressure to force a tryptophan (Trp)-auxotrophic strain to use either 4- or 5-fluoroindole as essential precursors for the in situ synthesis of Trp analogs, followed by their incorporation in the cellular proteome. Full adaptation to both fluorinated Trp analogs requires a low number of genetic mutations but is accompanied by large rearrangements in regulatory networks, membrane integrity, and quality control of protein folding. These findings highlight the cellular mechanisms behind the adaptation to unnatural amino acids and provide the mol. foundation for bioengineering of novel microbial strains for synthetic biol. and biotechnol. The authors eliminated the metabolic ability of E. coli to produce the canonical amino acid tryptophan and introduced synthesis of two fluorinated analogs in vivo using 4- and 5-fluoroindole as precursors. After reading the article, we found that the author used 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

Nguyen, Ngoc-Khanh; Nam, Duong Ha; Phuc, Ban Van; Nguyen, Van Ha; Trinh, Quang Thang; Hung, Tran Quang; Dang, Tuan Thanh published their research in Molecular Catalysis in 2021. The article was titled 《Efficient copper-catalyzed synthesis of C3-alkylated indoles from indoles and alcohols》.Computed Properties of C8H6FN The article contains the following contents:

A highly efficient copper(II) catalyst system for alkylation of indoles with alcs. via hydrogen borrowing method has been developed to afford C3-alkylated indoles I (R1 = H, 5-OMe, 7-Me, etc.; R2 = n-pentyl, Ph, 3-FC6H4, etc.) in good to excellent yields. Cu(OAc)2 in the combination with dppm ligand has been found to be the most suitable catalyst system for this alkylation reaction. After reading the article, we found that the author used 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

Yadav, Arun; Kumar, Dileep; Mishra, Manish Kumar; Deeksha; Tripathi, Chandra Bhushan published their research in Journal of Organic Chemistry in 2021. The article was titled 《Catalytic Enantioselective Synthesis of Aryl-Methyl Organophosphorus Compounds》.Application of 399-52-0 The article contains the following contents:

A catalytic enantioselective protocol for the synthesis of aryl-Me organophosphorus compounds is reported. Utilizing a chiral phosphoric acid as a catalyst, a wide range of indole derivatives reacted with phosphorylated quinomethanes in high yield with excellent enantioselectivity. This is the first report on the application of phosphorylated quinomethanes in asym. synthesis. In the experiment, the researchers used many compounds, for example, 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

《The ruthenium(II)-catalyzed C-H olefination of indoles with alkynes: the facile construction of tetrasubstituted alkenes under aqueous conditions》 was published in Organic & Biomolecular Chemistry in 2020. These research results belong to Li, Ming; Yao, Tian-Yu; Sun, Sheng-Zheng; Yan, Ting-Xun; Wen, Li-Rong; Zhang, Lin-Bao. Recommanded Product: 5-Fluoro-1H-indole The article mentions the following:

An environmentally-friendly and facile protocol for the construction of tetrasubstituted alkenes I [R1 = H, 5-Me, 4-Cl, etc.; R2 = H, Me, Ph, etc.; R3 = R4 = Ph, 4-MeC6H4, 4-BrC6H4, etc.] was established with Ru(II)-catalyzed C-H bond functionalizations under mild conditions. The method featured the usage of readily available substrates, without external oxidants and additives, 100% atom economy, and excellent regioselectivity, thus enhancing the practicability of this protocol. Moreover, this transformation proceeded smoothly under aqueous conditions and could be extended to the gram scale. N-Methoxyamide, as a directing group (DG), played a vital role in the transformation. The experimental part of the paper was very detailed, including the reaction process of 5-Fluoro-1H-indole(cas: 399-52-0Recommanded Product: 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.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

Application In Synthesis of 5-Fluoro-1H-indoleIn 2020 ,《Nano Au/Pd-catalysed ‘on-water’ synthesis of C3-C3′ diaryl-oxindole scaffolds via N2-selective dearomatization of indole》 appeared in Green Chemistry. The author of the article were Gohain, Shivanee Borpatra; Basumatary, Monika; Boruah, Purna K.; Das, Manash R.; Thakur, Ashim Jyoti. The article conveys some information:

‘On-water’ synthesis of 2,2-bis(indoly-3-yl)indoline-3-ones I [R = H, Me; X = H, MeO, F, Cl, Br, O2N; Y = H, Br; Z = H, Br] via N2-selective dearomatization of ‘(N-H) protection-free’ indole derivatives was described. An oxidative homo trimerization of indole via nano Au/Pd catalysis with oxone as additive was successfully demonstrated for the first time. In situ generation of isatin at room temperature and with water as solvent were key features. In the experiment, the researchers used many compounds, for example, 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. 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).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

《Asymmetric Synthesis of 1,1,1-Triarylethanes by Chiral Imidodiphosphoric Acid Catalyzed Nucleophilic Addition of Pyrrole and Indoles to 3-Vinylindoles》 was written by Guan, Xu-Kai; Zhang, Heng; Gao, Ji-Gang; Sun, Dong-Yang; Qin, Xiang-Shuo; Jiang, Guo-Feng; Zhang, Guang-Liang; Zhang, Suoqin. Related Products of 399-52-0This research focused ontriarylethane asym preparation imidodiphosphorate catalyst nucleophilic pyrrole indole vinylindole. The article conveys some information:

Chiral imidodiphosphoric acids were employed as efficient catalysts in the enantioselective addition reaction of pyrrole and indoles to 3-vinylindoles. A series of optically active 1,1,1-triarylethanes bearing quaternary stereocenters were synthesized in excellent yields (up to 99% yield) and enantioselectivities (up to 98% ee). Gram-scale reactions demonstrated the synthetic utility of this methodol. Control experiments showed that the formation of a double H-bond between the catalyst and substrates is necessary for an excellent outcome. In the experimental materials used by the author, we found 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. 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).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