1757-72-8

Usage

Chemical Properties

White solid

InChI:InChI=1/C16H13NO/c1-17-15-10-6-5-9-13(15)14(11-18)16(17)12-7-3-2-4-8-12/h2-11H,1H3

Upstream product

• 3558-24-5 1-methyl-2-phenyl-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 93-61-8 N-methyl-N-phenylformamide 
• 25365-71-3 2-phenyl-1H-indol-3-carboxaldehyde 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 62-53-3 aniline 
• 10257-92-8 2-phenyl-3-methyl-1H-indole 
• 298-12-4 Glyoxilic acid 
• 67-56-1 methanol 
• 215806-19-2 1-(N-Methyl-2'-phenylindol-3-yl)oct-1-ene 
• 215806-20-5 1-(N-Methyl-2'-phenylindol-3-yl)hex-1-ene 
• 75-50-3 trimethylamine 
• 50-00-0 formaldehyd 

Downstream Products

• 113751-35-2 4-(1-methyl-2-phenyl-indol-3-ylmethylene)-2-phenyl-4H-oxazol-5-one 
• 122631-44-1 (E)-1-methyl-3-(2-nitrovinyl)-2-phenyl-1H-indole 
• 102311-49-9 2-cyano-3-(1-methyl-2-phenyl-indol-3-yl)-acrylic acid ethyl ester 
• 78395-78-5 1-methyl-2-phenyl-3-hydroxymethylindole 
• 122631-46-3 1-methyl-3-(2-methyl-2-nitrovinyl)-2-phenylindole 
• 82946-83-6 3-(hydroxyphenylmethyl)-1-methyl-2-phenylindole 
• 78395-75-2 3-(4-nitrophenyldiazenyl)-1-methyl-2-phenyl-1H-indole 
• 4677-15-0 1-methyl-2-phenyl-3-(2-benoylvinyl)indole 
• 78602-05-8 1-methyl-2-phenyl-1H-indol-3-yl benzoate 
• 31521-57-0 3-formyl-1-methyl-2-phenyl-5-nitroindole 
• 78395-71-8 1-methyl-2-phenyl-3-nitro-1H-indole 
• 101574-20-3 2-(1-methyl-2-phenyl-indol-3-yl)-ethylamine 
• 102470-63-3 bis-(2-hydroxy-ethyl)-[2-(1-methyl-2-phenyl-indol-3-yl)-ethyl]-amine 
• 102022-65-1 (1-methyl-2-phenyl-indol-3-ylmethyl)-malonic acid 

Relevant academic research and scientific papers

Cu/Fe-cocatalyzed meyer-schuster-like rearrangement of propargylic amines: Direct access to e -β-aminoacryaldehydes

A simple and efficient method for the synthesis of β-aminoacryaldehydes via Cu(OAc)2·H2O and FeCl3 cocatalyzed Meyer-Schuster-Like rearrangement of propargylic amines was developed. The reactions proceed selectively as the E-isomers in generally good yields under aerobic conditions, and are compatible with a broad range of functional groups. This method combines C-N bond cleavage as well as the N-aryl group migration and provides a practical and mild synthetic approach to α,β-unsaturated carbonyl compounds, which are useful precursors in a variety of functional group transformations.

COMPOSITION FOR ORGANIC LIGHT EMITTING DIODE ENCAPSULATION AND ORGANIC LIGHT EMITTING DIODE DISPLAY MANUFACTURED THEREFROM

Provided are: a composition for an organic light emitting diode comprising an indole-based photocurable monomer, a non-indole-based photocurable monomer, and an initiator, and an organic light emitting display manufactured therefrom.

Synthesis and application of cyanoacrylate ultraviolet blue light absorbent

The invention discloses synthesis and application of a cyanoacrylate ultraviolet blue light absorbent, and belongs to the technical field of organic functional materials. The preparation method comprises the following steps: 1, mixing N-substituted formamide and a catalyst, conducting reacting to prepare a Vilsmeier-Haack reagent, slowly adding materials, and controlling the internal temperature of a system to be 25-60 DEG C; 2, carrying out a reaction on an indole derivative (M1) and a Vilsmeier-Haack reagent, and treating the reaction liquid with an alkali to prepare a compound M2; and 3, carrying out homogeneous reaction on the compound M2 and cyanoacetate under the action of a catalyst to prepare a compound M3. The cyanoacrylate indole derivative compound prepared by the invention is a novel ultraviolet blue light absorbent, has the excellent characteristics of high absorption efficiency, wide protection wave band, strong selective permeability and almost no absorption of visible light, and has wide application space in the field of high polymer material protection, especially in the field of optical functional materials, meanwhile, synthesis raw materials are cheap and easy to obtain, and the synthesis process is high in operability.

Recyclable and reusablen-Bu4NBF4/PEG-400/H2O system for electrochemical C-3 formylation of indoles with Me3N as a carbonyl source

A safe, practical and eco-friendly electrochemical methodology for the synthesis of 3-formylated indoles has been developed by the utilization of Me3N as a novel formylating reagent. Stoichiometric oxidants, metal catalysts, and activating agents were avoided in this method, and an aqueous biphasic system ofn-Bu4NBF4/PEG-400/H2O was used as a recyclable and reusable reaction medium, which made this electrosynthesis approach more sustainable and environmentally friendly. This process expanded the substrate scope and functional group tolerance for bothN-EDG andN-EWG indoles. Furthermore, late-stage functionalization and total/formal synthesis of drugs and natural products were realized by means of this route.

Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO3

A variety of structurally novel polycyclic sulfonyl indolines have been synthesized via FeCl2-catalyzed or UV-driven intramolecular formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methyl)propiolamides with NaHSO3 in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step.

Electrochemically Enabled C3-Formylation and -Acylation of Indoles with Aldehydes

Reported herein is an effective strategy for oxidative cross-coupling of indoles with various aldehydes. The strategy is based on a two-step transformation via a well-known Mannich-type reaction and a C-N bond cleavage for carbonyl introduction. The key step - the C-N bond cleavage of the Mannich product - was enabled by electrochemistry. This strategy (with over 40 examples) ensures excellent functional-group tolerance as well as late-stage functionalization of pharmaceutical molecules.

Synthesis of 3-Formylindoles via Electrochemical Decarboxylation of Glyoxylic Acid with an Amine as a Dual Function Organocatalyst

A new method for 3-formalytion of indoles has been developed through electrochemical decarboxylation of glyoxylic acid with the amine as a dual function organocatalyst. The amine facilitated both the electrochemical decarboxylation and the nucleophilic reaction efficiently, whose loading can be as low as 1 mol %. This protocol has a broad range of functional group tolerance under ambient conditions. The gram-scale experiment has shown great potential in the synthetic application of this strategy.

Visible Light-Driven C-3 Functionalization of Indoles over Conjugated Microporous Polymers

Metal-free and heterogeneous organic photocatalysts provide an environmentally friendly alternative to traditional metal-based catalysts. This paper reports a series of carbazole-based conjugated microporous polymers (CMPs) with tunable redox potentials and explores their photocatalytic performance with regard to C-3 formylation and thiocyanation of indoles. Conjugated polymers were synthesized through FeCl3 mediated Friedel-Crafts reactions, and their redox potentials were well regulated by simply altering the nature of the core (i.e., 1,4-dibenzyl, 1,3,5-tribenzyl, or 1,3,5-triazin-2,4,6-triyl). The resulting CMPs exhibited high surface areas, visible light absorptions, and tunable semiconductor-range band gaps. With the highest oxidative capability, CMP-CSU6 derived from 1,3,5-tri(9H-carbazol-9-yl)benzene showed the highest efficiency for C-3 formylation and thiocyanation of indoles at room temperature. Notably, the as-made catalysts can be easily recovered with good retention of photocatalytic activity and reused at least five times, suggesting good recyclability. These results are significant for constructing high-performance porous polymer catalysts with tunable photoredox potentials targeting an efficient material design for catalysis.

Synthesis method of 3-formylindoles compound

The invention relates to a synthesis method of a 3-formylindoles compound. The method comprises the following steps: by taking indoles compounds as raw materials, reacting in DMF under the condition of transitional metallic catalytic system (Pd/Cu), to obtain the 3-formylindoles compound. The synthesis method has the advantages of simple technology, wide application range of reaction substrates, and high yield.

A N - alkyl - 2 - aryl - indole - 3 - aldehyde synthesis method

The invention discloses a synthetic method for N-alkyl-2-aryl-indol-3-al and belongs to the technical field of chemical pharmacy and fine chemical preparation. Polysubstituted functionalized indole is an important organic compound. Metal-catalyzed sulfonyl triazole is decomposed into metal carbine, and the metal carbine produces a C-H bond insertion reaction for cyclization to obtain N-alkyl-2-aryl-indol-3-al, that is to say, a 1,2,3-trisubstituted indole structure. The method realizes effective synthesis of high-added-value cyclopropylazacyclo, provides a new technological route for preparing polysubstituted indole derivatives and can be widely applied to the field of chemical pharmacy and fine chemical engineering.