173436-68-5

Upstream product

• 68-34-8 phenyl toluenesulfonamide 
• 142363-45-9 1-propynyl(phenyl)iodonium triflate 
• 1192805-30-3 N-(but-2-en-2-yl)-N-(tolylsulfonyl)-2-vinylaniline 
• 51315-71-0 N--p-toluenesulfonamide 
• 758686-23-6 N-[2-(prop-1-yn-1-yl)phenyl]-p-toluenesulfonamide 
• 62-53-3 aniline 
• 51315-69-6 N-tosyl-o-allylaniline 
• 75-36-5 acetyl chloride 
• 243844-35-1 N-[2-(chloromethyl)-phenyl]-4-methylbenzene-1-sulfonamide 
• 32704-22-6 2-allyl-phenylamine 
• 104-15-4 toluene-4-sulfonic acid 
• 497236-62-1 N-(2-ethynylphenyl)-4-toluenesulfonamide 
• 70913-21-2 (E/Z)-1-bromo-2-(prop-1-enyl)benzene 
• 127-65-1 chloroamine-T 

Downstream Products

• 95-20-5 2-methyl-1H-indole 
• 1575721-39-9 3-(4-methoxybenzyl)-2-methyl-1-tosyl-1H-indole 
• 875-79-6 1,2-dimethylindole 

Relevant academic research and scientific papers

Synthesis of functionalized indoles via palladium-catalyzed cyclization of N-(2-allylphenyl) benzamide: A method for synthesis of indomethacin precursor

We developed an efficient method for synthesis of substituted N-benzoylindole via Pd(II)-catalyzed C-H functionalization of substituted N-(2-allylphenyl)benzamide. The reaction showed a broad substrate scope (including N-acetyl and N-Ts substrates) and substituted indoles were obtained in good to excellent yields. The most distinctive feature of this method lies in the high selectivity for N-benzoylindole over benzoxazine, and this is the first example of Pd(II)-catalyzed synthesis of substituted N-benzoylindole. Notably, this new method was applied for the synthesis of key intermediate of indomethacin.

Tandem Phospha-Michael Addition/N-Acylation/ Intramolecular Wittig Reaction of aza-o-Quinone Methides: Approaches to 2,3-Disubstituted Indoles

A tandem phospha-Michael addition/N-acylation/intramolecular Wittig reaction of in situ formed aza-o-QMs is disclosed. This approach features high functional group tolerance and provides a convenient and practical access to biologically significant indole derivatives (37 examples, up to 91% yield) under mild reaction conditions. (Figure presented.).

2-substituted indole compound and preparation method thereof

The invention provides a 2-substituted indole compound. The compound is of a structure shown as a formula I, wherein R1 is selected from hydrogen, alkoxy, hydroxyl and halogen, and the position and the number of R1 cannot be fixed; R2 is selected from hydrogen, alkyl and C6 aryl; R3 is selected from a C6 aryl group, a C4-C8 heteroaryl group, a C1-C7 alkyl group, a C1-C6 cycloalkyl group, a C8 alkenyl group, a C4 ester group, and a trifluoromethyl group, and the C6 aryl group may have optionally one or more substitutions independently selected from the group consisting of hydrogen, C1 alkoxy, and halogen. The preparation method comprises the following steps: adding a compound shown as a formula A, a solvent, triphenylphosphine, an alkali and a compound shown as a formula B into a reaction flask at room temperature; putting the reaction system in the step (1) into an oil bath pan, uniformly stirring and reacting, and detecting a reaction endpoint by TLC; and taking out the reaction system in the step (2), separating and purifying to obtain the target compound shown in the formula I. The preparation method provided by the invention can be used for efficiently and quickly preparing the2-substituted indole compound.

Synthesis of Benzofuran and Indole Derivatives Catalyzed by Palladium on Carbon

Benzofurans and indoles are key moieties in many natural products and pharmaceuticals. Herein, we describe a cheap and easy-to-execute strategy for the synthesis of benzofurans and indoles, employing Pd/C as the promoter. A variety of substituted allyl-anilines and allyl-phenols were converted into the desired products in good to excellent yields. Recycling of Pd/C was possible up to five cycles, keeping similar levels of reactivity.

Catalytic synthesis method of N-p-toluenesulfonyl-2-substituted indole compound

The invention discloses an N-p Toluenesulfonyl-2-the catalytic synthesis method of substituted indole compound, which includes the following steps: under the condition of normal temp and normal pressure, N-p -Toluenesulfonyl-2-alkynyl-substituted aniline

Synthesis of Functionalized Indoles via Palladium-Catalyzed Aerobic Cycloisomerization of o-Allylanilines Using Organic Redox Cocatalyst

A scalable and practical synthesis of functionalized indoles via Pd-tBuONO cocatalyzed aerobic cycloisomerization of o-allylanilines is reported. Using molecular oxygen as a terminal oxidant, a series of substituted indoles were prepared in moderate to good yields. The avoidance of hazardous oxidants, heavy-metal cocatalysts, and high boiling point solvents such as DMF and DMSO enables this method to be applied in pharmaceutical synthesis. A practical gram-scale synthesis of indomethacin demonstrates its application potential.

Computational insights into the mechanisms of Ru-catalyzed cycloisomerization of 2-ethynylaniline and 2-(2-propynyl)tosylanilide: The role of pyridine in assisting the metal-vinylidene formation

Mechanistic studies of ruthenium-catalyzed cycloisomerization of 2-ethynylaniline and 2-(2-propynyl)tosylanilide were carried out using DFT calculations. A pyridine assisted hydrogen transfer pathway was unveiled for the formation of Ru-vinylidene complex. The proposed pathway was applied to rationalize the origin of the regioselectivity, 5-exo vs 6-endo cyclization, in the ruthenium catalyzed cycloisomerization of 2-(2-propynyl)tosylanilide. The cycloisomerization of 2-(2-propynyl)tosylanilide in the presence of pyridine produced a 6-endo cyclized product via the Ru-vinylidene intermediate assisted by pyridine while its absence afforded a 5-exo cyclized product via a direct nucleophilic addition. This study sheds more light on alternative pathways for reactions involving alkyne-vinylidene species.

Palladium-catalyzed intramolecular aminoiodination of alkenes using molecular oxygen as oxidant

Abstract: Molecular oxygen as oxidant to promote palladium-catalyzed intramolecular aminoiodination of alkenes has been described. The yields are excellent and show high exo-selectivities with various substrates. Graphical abstract: [Figure not available:

Synergistic Gold and Iron Dual Catalysis: Preferred Radical Addition toward Vinyl-Gold Intermediate over Alkene

A dual catalytic approach enlisting gold and iron synergy is described. This method offers readily access to substituted heterocycle aldehydes via oxygen radical addition to vinyl-gold intermediates under Fe catalyst assistance. This system shows good fun

A Synthetic Route to 2-Alkyl Indoles via Thiophenol-Mediated Ring-Opening of N-Tosylaziridines Followed by Copper Powder-Mediated C-N Cyclization/Aromatization

A simple strategy for the syntheses of 2-alkyl indoles via regioselective ring-opening of 2-(2-haloaryl)-3-alkyl-N-tosylaziridines with thiophenol, followed by copper powder-mediated intramolecular C-N cyclization and subsequent aromatization by the elimi