5883-83-0

Usage

Structure

A derivative of indole with methoxy substituents on the 5 and 2 positions and a 4-methoxyphenyl substituent at the 2 position

Usage

Commonly used in pharmaceutical research and drug development, particularly in the study of serotonin receptors and neurotransmitter systems

Potential pharmacological properties

May be of interest in the development of new drug compounds for various disorders, including psychiatric conditions and neurological diseases

Applications

May have applications in the field of medicinal chemistry and as a starting material for the synthesis of biologically active molecules.

Upstream product

• 263717-54-0 1-(4'-methoxyphenyl)-2-(1''-(4'''-methoxyphenyl)ethylidene)hydrazine 
• 104-94-9 4-methoxy-aniline 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 121-98-2 methyl 4-methoxybenzoate 
• 117616-04-3 4-methoxy-2-trimethylsilylmethylbenzanilide 
• 24876-04-8 1-(2-bromo-4-methoxy-phenyl)-propan-1-one 
• 150-78-7 1,4-dimethoxybezene 
• 1190709-10-4 C₂₂H₁₉NO₄S 
• 6325-62-8 N,1-bis(4-methoxyphenyl)ethan-1-imine 
• 100-66-3 methoxybenzene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1330681-27-0 (4-methoxyphenyl)(mesityl)iodonium trifluoromethanesulfonate 
• 10242-01-0 5-Methoxyindole-3-carboxylic acid 
• 32338-02-6 2-bromo-4-methoxyaniline 

Downstream Products

• 115119-02-3 1-(4-Bromo-butyl)-5-methoxy-2-(4-methoxy-phenyl)-1H-indole 
• 91444-30-3 1-Ethyl-5-methoxy-2-(4-methoxyphenyl)-indol 
• 91444-37-0 1,3-Diethyl-5-methoxy-2-(4-methoxy-phenyl)-1H-indole 
• 91444-31-4 5-Methoxy-2-(4-methoxyphenyl)-1-propylindol 
• 91444-38-1 5-Methoxy-2-(4-methoxy-phenyl)-1,3-dipropyl-1H-indole 
• 91444-29-0 5-methoxy-2-(4-methoxyphenyl)-1-methyl-1H-indole 
• 62613-59-6 2-(4'-hydroxy-phenyl)-5-hydroxy-indole 
• 158611-17-7 1-Benzyl-5-methoxy-2-(4-methoxyphenyl)-indol 
• 93316-36-0 5-methoxy-2-(4-methoxyphenyl)-1H-indole-3-carbaldehyde 
• 157977-26-9 1-Ethyl-5-methoxy-2-(4-methoxyphenyl)-indol-3-carbaldehyd 
• 158611-21-3 1-benzyl-5-methoxy-2-(4-methoxyphenyl)-1H-indole-3-carbaldehyde 
• 157977-22-5 1-Ethyl-5-hydroxy-2-(4-hydroxyphenyl)-indol-3-carbaldehyd 
• 157977-24-7 2-(1-Ethyl-5-hydroxy-2-(4-hydroxyphenyl)-indol-3-yl)-1,3-dinitropropan 
• 91444-60-9 2-(4-Hydroxy-phenyl)-1-methyl-1H-indol-5-ol 

Relevant academic research and scientific papers

Regioselective mercury(I)/palladium(II)-catalyzed single-step approach for the synthesis of imines and 2-substituted indoles

An efficient synthesis of ketimines was achieved through a regioselective Hg(I)-catalyzed hydroamination of terminal acetylenes in the presence of anilines. The Pd(II)-catalyzed cycliza-tion of these imines into the 2-substituted indoles was satisfactorily carried out by a C-H acti-vation. In a single-step approach, a variety of 2-substituted indoles were also generated via a Hg(I)/Pd(II)-catalyzed, one-pot, two-step process, starting from anilines and terminal acetylenes. The arylacetylenes proved to be more effective than the alkyl derivatives.

Pd-tBuONO Cocatalyzed Aerobic Indole Synthesis

A Pd-tBuONO co-catalyzed scalable and practical synthesis of indoles with molecular oxygen as terminal oxidant is developed. Either terminal or internal 2-vinylanilines could be smoothly converted to desired indoles under one general condition. This method has been evaluated in the large scale synthesis of indomethacin and a potential anti-breast cancer drug candidate 1. (Figure presented.).

Preparing method of bazedoxifene derivative

The invention discloses a synthesis method of a bazedoxifene derivative. According to the preparing method of the bazedoxifene derivative, p-anisidine is adopted as a raw material, and through a six-step reaction, the synthesis of the bazedoxifene derivat

Method for cyclization reaction to synthesize indole through co-catalysis of palladium-organic nitrite

The invention discloses a method for cyclization reaction to synthesize indole through co-catalysis of palladium-organic nitrite. The method is characterized by comprising the steps of mixing at the molar ratio of a palladium compound to a 2-vinyl aniline

Access to 2-Arylindoles via Decarboxylative C?C Coupling in Aqueous Medium and to Heteroaryl Carboxylates under Base-Free Conditions using Diaryliodonium Salts

Easily accessible heteroaromatic carboxylic acids and diaryliodonium salts were successfully employed to construct valuable 2-arylindoles and heteroaryl carboxylates in a regioselective fashion. C2-arylated indoles were produced using a Pd-catalyzed decarboxylative strategy in water without any base, oxidant, or ligand. Heteroaryl carboxylates were prepared under metal and base-free conditions. This protocol was successfully utilized to synthesize Paullone, a cyclin-dependent kinase (CDK) inhibitor.

Pd(II)/Bu4NBr/DMSO catalytic system for practical synthesis of indoles and pyrroles from imines through aerobic dehydrogenative cyclization

N-Aryl- and N-allylimines derived typically from substituted acetophenones undergo palladium(II)-catalyzed dehydrogenative cyclization reactions in the presence of tetrabutylammonium bromide and molecular oxygen in DMSO to afford indole and pyrrole deriva

PROCESSES FOR PREPARING INDOLES

Methods for the synthesis of an indole in provided. Methods comprise oxidizing a N-aryl imine in the presence of a palladium-based catalyst, an oxidant, and a solvent.

Palladium-catalyzed aerobic oxidative cyclization of N-aryl imines: Indole synthesis from anilines and ketones

We report here an operationally simple, palladium-catalyzed cyclization reaction of N-aryl imines, affording indoles via the oxidative linkage of two C-H bonds under mild conditions using molecular oxygen as the sole oxidant. The process allows quick and atom-economical assembly of indole rings from inexpensive and readily available anilines and ketones and tolerates a broad range of functional groups.

The synthesis of 2- and 3-aryl indoles and 1,3,4,5-tetrahydropyrano[4,3-b]indoles and their antibacterial and antifungal activity

A series of 2- and 3-aryl substituted indoles and two 1,3,4,5-tetrahydropyrano[4,3-b]indoles were synthesized from indole and 5-methoxyindole. The 2-aryl indoles were synthesized from the 1-(phenylsulfonyl)indole derivatives using magnesiation followed by iodination. The 2-iodinated compounds were then subjected to Suzuki-Miyaura reactions. In addition, the 3-aryl indoles were made from the corresponding 3-bromoindoles using Suzuki-Miyaura reactions. The 1,3,4,5-tetrahydropyrano[4,3-b]indoles were also synthesized from 1-(phenylsulfonyl)indole by magnesiation followed by treatment with allylbromide. The product was then converted into [2-allyl-1-(phenylsulfonyl)-1H-indol-3-yl]methanol which upon exposure to Hg(OAc)2 and NaBH4 afforded tetrahydropyrano[4,3-b]indoles. A number of the 2- and 3-aryl indoles displayed noteworthy antimicrobial activity, with compound 13a displaying the most significant activity (3.9 μg/mL) against the Gram-positive micro-organism Bacillus cereus.