3377-74-0

Upstream product

• 120-72-9 indole 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 1314970-45-0 3-benzyl-1-(2-bromobenzyl)indolin-2-one 
• 1314970-49-4 3-allyl-3-benzyl-1-(2-bromobenzyl)indolin-2-one 
• 1314970-51-8 3-allyl-3-benzyl-1-(2-bromobenzyl)indoline 
• 3359-49-7 3-benzylideneoxindole 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 13884-15-6 (Indol-1-yl)magnesium iodide 
• 261637-58-5 (1-benzyl-1H-indol-3-yl)(phenyl)methanol 
• 1589-82-8 phenylmagnesium bromide 
• 10511-51-0 1-Benzylindole-3-carboxaldehyde 
• 3377-71-7 N-benzylindole 
• 100-52-7 benzaldehyde 

Downstream Products

• 36208-62-5 1,3-dibenzyl-1,3-dihydroindol-2-one 

Relevant academic research and scientific papers

Nickel-catalyzed C3-alkylation of indoles with alcohols: Via a borrowing hydrogen strategy

An efficient method for the Ni-catalyzed C3-alkylation of indoles using readily available alcohols as the alkylating reagents has been developed. The alkylation was addressed with an air and moisture-stable binuclear nickel complex ligated by tetrahydroquinolin-8-one as the effective pre-catalyst. The newly developed transformation could accommodate a broad substrate scope including primary/secondary benzylic and aliphatic alcohols and substituted indoles. Mechanistic studies suggested that the reaction proceeds through a borrowing hydrogen pathway.

Highly diastereoselective oxa-[3+3] cyclization with C,N-cyclic azomethine imines: Via the copper-catalyzed aerobic oxygenated CC bond of indoles

Herein, a copper-catalyzed highly diastereoselective aerobic oxygenated [3+3] cyclization of 3-substituted indoles with C,N-cyclic azomethine imines using oxygen as the sole oxidant under mild conditions has been developed. This protocol provides a simple and convenient approach for constructing [2,3]-fused indoline O-heterocycles bearing two pharmaceutically intriguing parts, tetrahydroisoquinoline and indoline. Good yields and excellent diastereoselectivity under mild reaction conditions were observed.

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.

Iron-Catalyzed Direct C3-Benzylation of Indoles with Benzyl Alcohols through Borrowing Hydrogen

We present the coupling of primary and secondary benzyl alcohols with indoles to form 3-benzylated indoles and H2O that is catalyzed, for the first time, by a complex of earth-abundant iron. This transformation accommodates a variety of substrates and is distinguished by its operational simplicity, sustainability, high functional-group tolerance, and amenability to gram-scale synthesis. On the basis of the preliminary experimental observations, we propose that the reaction proceeds through a borrowing hydrogen process.

Iron-catalyzed tandem cyclization and cross-coupling reactions of iodoalkanes and aryl grignard reagents

A range of arylmethyl-substituted pyrrolidines and tetrahydrofurans were produced by FeCl2-catalyzed tandem cyclization and cross-coupling reactions of alkyl iodides and aryl Grignard reagents. The substituents on alkenes had a profound effect

A highly efficient route to C-3 alkyl-substituted indoles via a metal-free transfer hydrogenation

A highly efficient route to C-3 alkyl-substituted indoles via completely metal-free catalytic transfer hydrogenation of 3-indolemethanols was developed. This process proceeds via vinylogous iminium intermediates formed in situ in the presence of Br?nsted

Environmentally friendly and regioselective C3-alkylation of indoles with alcohols through a hydrogen autotransfer strategy

The direct alkylation of indoles using KOH and alcohols, as initial source of the electrophile, under solvent-free conditions is a safe and environmentally benign strategy for selective modification of these structures at the C 3-position, without using hazardous and difficult to handle bromide or iodide derivatives or toxic and expensive transition metal catalysts. The protocol shows a broad scope, including halogenated indoles and secondary alcohols.

CH activation and CH2 double activation of indolines by radical translocation: Understanding the chemistry of the indolinyl radical

CH activation and CH2 double activation of indolines at C2 may be achieved efficiently through radical translocation. The fate of the C2 indolinyl radical is dictated by the substitution at C3. Fragmentation, cyclisation and tandem cyclisation reactions leading to indole, azaheterocycle and azapropellane formation, respectively, are reported. The Royal Society of Chemistry 2011.

Alkylation of the ambident indole ion in ionic liquids

Alkylation of the ambident indole anion in ionic liquids has been investigated. The reaction rate is greater in ionic liquids than in organic solvents. The polarity of certain ionic liquids has been determined to be located between methanol and acetonitrile. 2008 Springer Science+Business Media, Inc.

Regioselective alkylation in ionic liquids

The room temperature ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate, [bmim][PF6], is used as a 'green' recyclable alternative to dipolar aprotic solvents for the regioselective alkylation at the heteroatom of indole and 2-naphthol.