51626-58-5

Upstream product

• 120-72-9 indole 
• 104-88-1 4-chlorobenzaldehyde 
• 487-89-8 Indole-3-carboxaldehyde 
• 100-52-7 benzaldehyde 
• 1589-82-8 phenylmagnesium bromide 
• 1554539-46-6 C₁₈H₂₁NOSi 
• 100-58-3 phenylmagnesium bromide 
• 2175-90-8 6,6-Diphenylfulvene 
• 603-76-9 1-methylindole 
• 40899-73-8 N-tert-butyldimethylsilylindole 
• 153942-69-9 3-bromo-1-(tert-butyl-dimethyl-silanyl)-1H-indole 
• 64-17-5 ethanol 
• 135-19-3 β-naphthol 

Downstream Products

• 35173-74-1 3,3'-bis-indolyl(phenyl)methane 
• 1349798-06-6 3-(1H-indol-3-yl)-2-methyl-3-phenylpropan-1-ol 
• 1349798-07-7 2-((1H-indol-3-yl)(phenyl)methyl)butan-1-ol 

Relevant academic research and scientific papers

Accelerating Amine-Catalyzed Asymmetric Reactions by Intermolecular Cooperative Thiourea/Oxime Hydrogen-Bond Catalysis

The ability of intermolecular cooperative thiourea/oxime hydrogen-bond catalysis for improving and accelerating asymmetric aminocatalysis is presented. The two readily available hydrogen-bond-donating catalysts operates in synergy with a chiral amine catalyst to accomplish highly stereoselective transformations. The synergistic catalyst systems simultaneously activate both electrophiles and nucleophiles, and make the transformations more chemo- and stereoselective. This was exemplified by performing co-catalytic enantioselective direct intermolecular α-alkylation reactions of aldehydes, direct aldol reactions, and asymmetric conjugate reactions, which gave the corresponding products in high yields and enantiomeric ratios.

A novel base-promoted synthesis of β-indolylketones via a three-component condensation under ultrasonic irradiation

A convenient, efficient, and practical method for the synthesis of β-indolylketones via a condensation of indole, aromatic aldehydes, and deoxybenzoin under ultrasonic irradiation was described. It provided a novel base-promoted approach for the one-pot synthesis of β-indolylketones.

Base-Promoted Three-Component One-Pot Approach to 3-(α,α-Diarylmethyl)indoles via Arylation of 3-Indolylalcohols

A base-promoted 3-component one-pot approach to 3-(α,α-diarylmethyl)indoles via arylation of in situ generated 3-indolylalcohols in ethanol-water solvent system is reported. Use of acid catalysts or neutral organocatalysts does not offer the desired product, but furnish bis(indolyl)methanes instead. Electron-rich aromatics such as naphthols and phenols are preferably employed for arylation. The atom economy, use of green solvent, and the multicomponent strategy are the notable features of the reaction.

Lewis Acid Catalyzed Three-Component [3+2] Cycloaddition Reaction Using Pentafulvene as 2π Component: An Easy Way to Construct Pentaleno(1,2-b)indoles

A facile route toward the synthesis of pentaleno(1,2-b)indoles via multicomponent reaction of indole, aldehyde, and pentafulvene is realized. The reaction proceeds through Lewis acid catalyzed [3+2] cycloaddition of in situ generated indolylmethanol and pentafulvene. This methodology provides an easy access to biologically relevant indole derivatives.

Lewis Acid-Catalyzed [3+3] Annulation of Donor-Acceptor Cyclopropanes and Indonyl Alcohols: One Step Synthesis of Substituted Carbazoles with Promising Photophysical Properties

A highly efficient protocol to access carbazole from donor-acceptor cyclopropane and indonyl alcohol via [3+3] annulation in the presence of a Lewis acid has been demonstrated. This method facilitates the post functionalization of the substituted carbazol

Highly Diastereo- and Enantioselective Synthesis of Cyclohepta[b]indoles by Chiral-Phosphoric-Acid-Catalyzed (4+3) Cycloaddition

A highly enantio- and diastereoselective formal (4+3) cycloaddition of 1,3-diene-1-carbamates with 3-indolylmethanols in the presence of a chiral phosphoric acid catalyst is reported. The approach described herein provides efficient access to 6-aminotetrahydrocyclohepta[b]indoles in good yields with mostly complete diastereoselectivity and excellent levels of enantioselectivity (>98:2 dr and up to 98 % ee). Mild reaction conditions, facile scale-up, and versatile derivatization highlight the practicality of this methodology. A mechanistic study suggests that cycloaddition occurs in a stepwise fashion, after the formation of an ion pair between the chiral catalytic phosphate and the intermediate carbocation.

One-pot sequential multi-component reaction: Synthesis of 3-substituted indoles

Here, we have developed a 3-component one-pot sequential approach to 3-substituted indoles. The main advantages of this process are step economy, reduced waste, and operational simplicity. The method involves in situ generation of 3-indolylalcohols from t

Exploration of Aberrant Behaviour of Grignard Reagents with Indole-3-carboxaldehyde: Application to the Synthesis of Turbomycin B and Vibrindole A Derivatives

An aberrant reaction of Grignard reagents with N-alkylated indole-3-carboxaldehyde has been observed. Contrary to the usual formation of an alcohol, it afforded an unusual bis(indolyl)methane product. A systematic study on this new mode of reactivity and its application to a synthesis of the potent antibiotic turbomycin B and vibrindole A derivatives is reported.

Synthesis of annulated bis-indoles through Au(i)/Br?nsted acid-catalyzed reactions of (1H-indol-3-yl)(aryl)methanols with 2-(arylethynyl)-1H-indoles

A general method to access annulated bis-indoles from (1H-indol-3-yl)(aryl)methanols and 2-(arylethynyl)-1H-indoles under the catalysis of the Ph3PAuOTf/Br?nsted acid binary catalyst system has been developed. The reaction was found to proceed in a highly efficient manner and benefit from easy-to-make starting materials, broad substrate scope and operational simplicity. The potential of this method has also been exemplified for the synthesis of pyrrole-annulated indoles using 2-(phenylethynyl)-1H-indoles and phenyl(1H-pyrrol-2-yl)methanols. Furthermore, the use of a ternary catalyst system, involving PdCl2/Br?nsted acid/Ph3PAuOTf catalysts, has been realized for the synthesis of annulated bis-indoles starting directly from 2-(phenylbuta-1,3-diyn-1-yl)aniline and (1H-indol-3-yl)(aryl)methanol. Mechanistically, this reaction is very interesting since the overall process involves three different catalytic cycles catalyzed by three different catalysts in a relay fashion.

MONOMER, ORGANIC LAYER COMPOSITION, ORGANIC LAYER, AND METHOD OF FORMING PATTERNS

A monomer, an organic layer composition, an organic layer, and a method of forming a pattern, the monomer being represented by the following Chemical Formula 1: