86915-22-2

Usage

Uses

Used in Chemical Synthesis:
1H-Indole, 7-bromo-3-methylis used as a key intermediate in various chemical synthesis processes. Its unique structure allows for the formation of new compounds with diverse applications in different industries.
Used in Pharmaceutical Research and Drug Development:
1H-Indole, 7-bromo-3-methylis used as a potential candidate in pharmaceutical research and drug development due to its biological activities. Studies have shown that 1H-Indole, 7-bromo-3-methyl- exhibits antimicrobial, anti-inflammatory, and anticancer properties, making it a promising agent for further research and development.
Used in Antimicrobial Applications:
1H-Indole, 7-bromo-3-methylis used as an antimicrobial agent for its ability to inhibit the growth of various microorganisms. Its unique chemical structure allows it to target specific cellular processes, making it a potential candidate for the development of new antimicrobial drugs.
Used in Anti-inflammatory Applications:
1H-Indole, 7-bromo-3-methylis used as an anti-inflammatory agent due to its ability to modulate inflammatory responses. Its potential to reduce inflammation can be utilized in the development of new therapeutic agents for various inflammatory conditions.
Used in Anticancer Applications:
1H-Indole, 7-bromo-3-methylis used as an anticancer agent for its potential to inhibit the growth and proliferation of cancer cells. Its unique chemical properties allow it to target specific cellular pathways, making it a promising candidate for the development of new cancer therapies.

Upstream product

• 577-19-5 2-nitrophenyl bromide 
• 1730-25-2 (E)-1-propenylmagnesium bromide 
• 67-56-1 methanol 
• 51417-51-7 7-bromo-1H-indole 
• 115666-21-2 7-bromo-1 H-indole-3-carbaldehyde 
• 16732-66-4 2-bromophenylhydrazine 
• 13154-14-8 1-propenylmagnesium bromide 
• 1730-25-2 allylmagnesium bromide 
• 242805-87-4 1-(2,2-diethylbutanoyl)-3-methylindole 
• 83-34-1 3-Methylindole 
• 242805-94-3 7-bromo-1-(2,2-diethylbutanoyl)-3-methylindole 
• 86915-15-3 3,7-Dibromo-3-methyl-1,3-dihydro-indol-2-one 

Downstream Products

• 83-34-1 3-Methylindole 
• 1257314-59-2 C₃₃H₂₇NP₂ 
• 1609470-53-2 C₁₇H₁₄BrF₂NO₂S 
• 1638769-31-9 C₁₇H₂₂N₂O₂ 
• 1435466-87-7 C₃₀H₃₀BrNO₅ 
• 1435467-17-6 C₁₆H₁₄BrN 

Relevant academic research and scientific papers

Ir(iii)-Catalysed electrooxidative intramolecular dehydrogenative C-H/N-H coupling for the synthesis of N-H indoles

Herein, an iridium(iii)-catalysed electrooxidative intramolecular dehydrogenative C-H/N-H coupling of unprotected 2-alkenyl anilines is described. The developed method allows the synthesis of a variety of 3-substituted N-H indole scaffolds under undivided electrolytic conditions. Mechanistic studies suggest that the reaction proceeds through the electro-oxidation induced reductive elimination pathway.

Cu-Catalyzed Dimerization of Indole Derived Oxime Acetate for Synthesis of Biimidazo[1,2- a]indoles

A copper-mediated cyclization and dimerization of indole derived oxime acetate was developed to generate a series of biimidazo[1,2-a]indole scaffolds with two contiguous stereogenic quaternary carbons in one step.

Organocatalytic Formal (3 + 2) Cycloaddition toward Chiral Pyrrolo[1,2- a]indoles via Dynamic Kinetic Resolution of Allene Intermediates

We report the chiral phosphoric acid catalyzed formal (3 + 2) cycloaddition of 3-substituted 1H-indoles and propargylic alcohols containing a functional directing group (p-NHAc or p-OH). This work represents a straightforward method to synthesize chiral pyrrolo[1,2-a]indole bearing a tetrasubstituted carbon stereocenter. The reaction proceeds smoothly with a wide array of substrate tolerance to deliver various chiral pyrrolo[1,2-a]indoles in up to 93percent yield and 98percent ee. The utility of this method is highlighted by the diverse transformations of the products into various indole derivatives.

Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach

A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).

Preparation method of 3-substituted oxidized indole and derivative

The invention belongs to the technical field of organic chemistry and pharmaceutical chemistry and particularly relates to a method of preparing 3-substituted oxidized indole and a derivative. In themethod, with a 3-substituted indole derivative as a raw material and one or more of a tetrabutyl ammonium halide compound/sodium chloride/sodium iodide/potassium iodide as additives, and one or more of dichloromethane/1,2-dichloroethane/tetrahydrofurane/methylbenzene/1,4-dioxane/ethyl acetate/methanol are added as solvents; then one or more of [bis(trifluoroacetoxyl)iodine]benzene/iodosobenzene diacetate are added as oxidants in order to carry out a reaction with reaction temperature being controlled, thus producing the 3-substituted oxidized indole derivative. The method has gentle reaction conditions, simple operations, short reaction time and high yield, and is free of a metal catalyst and is environment-friendly.

Methylation of C(sp3)-H/C(sp2)-H bonds with methanol catalyzed by cobalt system

A highly efficient Co-based catalytic system, composed of a commercially available Co salt, a tetradentate phosphine ligand P-(CH2CH2PPh2)3(PP3), and a base (denoted as [Co]/PP3/base), is developed for the methylation of C(sp3)-H and C(sp2)-H bonds using methanol as a methylating reagent. The Co(BF4)2.6H2O/PP3/K2CO3 catalytic system showed high catalytic activity for the methylation of C-H bonds in aryl alkyl ketones, aryl acetonitriles, and indoles, with wide substrate scope and good functional group tolerance, and methylsubstituted products were obtained in good to excellent yields at 100 °C. This cheap, readily available, and highly efficient Co-based catalytic system may have promising applications in methylation reaction using methanol.

Asymmetric Synthesis of Furo[3,4-b]indoles by Catalytic [3+2] Cycloaddition of Indoles with Epoxides

A highly efficient N,N′-dioxide-NiII catalyst system for the catalytic [3+2] cycloaddition of indoles with epoxides through C-C cleavage of oxiranes was accomplished under mild conditions. It provided a promising approach for chiral furo[3,4-b]indoles in up to 98 % yield with up to 91 % enantiomeric excess (ee) and >95:5 diastereomeric ratio (d.r.). A promising approach: Catalytic de-aromatic [3+2] cycloaddition of indoles with epoxides by C-C cleavage of oxiranes is accomplished by using a highly efficient N,N′-dioxide-NiII catalyst system. A range of chiral furo[3,4-b]indoles is obtained with high enantiomeric excesses and diastereomeric ratios.

Iridium-catalyzed methylation of indoles and pyrroles using methanol as feedstock

Iridium-catalyzed methylation of indoles and pyrroles using methanol as the methylating agent was achieved. This transformation takes place via a borrowing hydrogen methodology under an air atmosphere, which constitutes a direct route to 3-methyl-indoles and methyl-pyrroles.

Visible light-mediated C-H difluoromethylation of electron-rich heteroarenes

A novel method for visible-light photoredox-catalyzed difluoromethylation of electron-rich N-, O-, and S-containingheteroarenes under mild reaction conditions is developed. Mechanistic investigation indicates that the net C-H difluoromethylation proceeds through an electrophilic radical-type pathway.

Bidentate P, N-P ligand for nickel-catalyzed cross-coupling of aryl or benzyl chlorides with ArMgX

A cross-coupling reaction of a variety of aryl, heteroaryl, and benzyl chlorides with ArMgX is catalyzed by 2 mol % of a nickel-phosphine complex prepared in situ from an equimolar amount of Ni(CH3CN) 2Cl2 and ligand (L2) to yield products in excellent yield in THF at room temperature. This new bidentate ligand (L2) is stable in air and forms a stable complex upon reaction with Ni(CH3CN) 2Cl2. Structures of the ligand and the complex were confirmed by single-crystal X-ray diffraction.