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Usage

Uses

Used in Pharmaceutical Industry:
2-(2-BROMOPHENYL)-1H-INDOLE is used as a building block for the synthesis of other biologically active molecules, contributing to the development of new drugs and pharmaceuticals.
Used in Medicinal Chemistry:
2-(2-BROMOPHENYL)-1H-INDOLE is used as a precursor in organic synthesis, enabling the creation of novel compounds with potential therapeutic applications.
Used in Drug Development:
2-(2-BROMOPHENYL)-1H-INDOLE is utilized in the research and development of new drugs, particularly for the treatment of various diseases, due to its potential pharmacological activities.

Upstream product

• 2142-69-0 2-bromophenyl methyl ketone 
• 120-72-9 indole 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 201230-82-2 carbon monoxide 
• 1613221-17-2 C₁₉H₁₈BrNO₂ 
• 62-53-3 aniline 
• 1213786-20-9 2-[(2-bromophenyl)ethynyl]aniline 
• 52670-38-9 2-ethynylaniline 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 615-43-0 2-iodophenylamine 
• 7154-66-7 2-bromobenzoic acid chloride 
• 583-55-1 1-Bromo-2-iodobenzene 
• 100-63-0 phenylhydrazine 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 524712-04-7 2-(2-bromophenyl)-3-nitrosoindole 
• 1239778-88-1 6-(4-chlorophenyl)indolo[1,2-c]quinazoline 
• 1385821-07-7 6-(4-methoxyphenyl)-indolo[1,2-c]quinazoline 
• 110423-27-3 6-phenyl-indolo[1,2-c]quinazoline 
• 1239778-99-4 6-(p-tolyl)indolo[1,2-c]quinazoline 
• 1224635-31-7 6-phenyl-11H-benzo[a]carbazole 
• 1067883-80-0 N-methyl-2-(2'-bromophenyl)-1H-indole 
• 1224635-35-1 6-(p-tolyl)-11H-benzo[a]carbazole 
• 1224635-36-2 6-(4-methoxyphenyl)-11H-benzo[a]carbazole 
• 1224635-39-5 6-(4-chlorophenyl)-11H-benzo[a]carbazole 
• 1415639-50-7 6-(3-chlorophenyl)-11H-benzo[a]carbazole 
• 1415639-51-8 6-(2-chlorophenyl)-11H-benzo[a]carbazole 
• 1415639-52-9 6-(4-nitrophenyl)-11H-benzo[a]carbazole 
• 1415639-53-0 6-(3-nitrophenyl)-11H-benzo[a]carbazole 

Relevant academic research and scientific papers

Direct Copper-Catalyzed C-3 Arylation of Diphenylphosphine Oxide Indoles

We have developed a simple and effective method for the C-3 arylation of phosphorus-containing indole compounds in the presence of CuI under mild conditions. This reaction provides a reliable method for the modification of ligands.

An iron(iii)-catalyzed dehydrogenative cross-coupling reaction of indoles with benzylamines to prepare 3-aminoindole derivatives

We report a green cascade approach to prepare a variety of 3-aminoindole derivatives in good to excellent yields through an iron(iii)-catalyzed dehydrogenative cross-coupling reaction of 2-arylindoles and primary benzylamines under mild reaction conditions. Mechanistic studies show that a cascade reaction involves a tert-butyl nitrite (TBN)-mediated nitrosation of 2-substituted indoles and a 1,5-hydrogen shift to afford indolenine oximes, sequential iron(iii)-catalyzed condensation and a 1,5-hydrogen shift over four steps in a one-pot reaction. The reaction shows a broad substrate scope of indoles and benzylamines and tolerates a wide range of functional groups. Moreover, the reaction is easily performed at the gram scale without producing waste after the reaction is completed. The 3-aminoindole product is purified by simple extraction, washing, and recrystallization without flash column chromatography. A double imine ligand containing the 3-aminoindole unit is facile to obtain in a 52% yield in one step. The present method highlights readily available starting materials, a simple purification procedure, and the usage of cheap, nontoxic, and environmentally benign iron(iii) catalysts. This journal is

Copper-Catalyzed Enantioselective C-H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents

The copper-catalyzed enantioselective C-H arylation between 2-arylindoles and hypervalent iodine reagents has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole de

Aniline-initiated and Br?nsted acid-catalyzed one-pot reaction toward 2-aryl-3-sulfenylindoles by using α-aminocarbonyl compounds and primary amines with RSSR

A highly novel method of direct synthesis of 2-aryl-3-sulfenylindoles in moderate to good yields was developed via one-pot tandem reaction of readily available α-aminocarbonyl compounds and catalytic amount of benzenamines with RSSR.

Iminyl-radicals by electrochemical decarboxylation of α-imino-oxy acids: construction of indole-fused polycyclics

Iminyl radicals are reactive intermediates that can be used for the construction of various valuable heterocycles. Herein, the electrochemical decarboxylation of α-imino-oxy acids for the generation of iminyl radicals has been accomplished under exogenous-oxidant- and metal-free conditions through the use ofnBu4NBr as a mediator. The resulting iminyl radicals undergo intramolecular cyclization smoothly with the adjacent (hetero)arenes to afford a series of indole-fused polycyclic compounds.

Pd-catalyzed C–H bond activation of Indoles for Suzuki reaction

Abstract: We present a practical method for Suzuki coupling by which unprotected or N-protected indoles may be selectively arylated in the C2-position through direct C–H bond activation by electrophilic Pd(TFA) 2 catalyst. The protocol is operationally simple as it is carried out in dioxane/water mixture, and air as the sole oxidant at room temperature. Various 2-arylated indoles were obtained in good yields. The protocol works for benzofuran, pyrrole and thiophene also. Graphic abstract: Selective C-2 arylation of heterocycles using Pd(II) catalyst via C–H activation was performed under ambient condition. C3–C2 migration of organopalladium intermediate controls the reaction pathway.[Figure not available: see fulltext.].

Bay-Substituted Thiaza[5]helicenes: Synthesis and Implications on Structural and Spectroscopic Properties

A series of bay-substituted thiaza[5]helicenes was synthesized to investigate the effect of different substituents on the properties of these helicenes. These thiaza[5]helicenes with different substituents were prepared in a straightforward manner through indole- and benzo[b]thiophene synthesis, palladium-catalyzed Suzuki coupling, oxidative cyclization, and functional group interconversion reactions. We investigated the impact of these different bay area substituents compared to the unsubstituted thiaza[5]helicene on the structural parameters and studied the steady-state electronic spectroscopy of these thiaza[5]helicenes in toluene and acetonitrile. We found that different functional groups influence the solid state structure and spectroscopic properties, but a single substituent in the bay area of a thiaza[5]helicene was not enough to prevent enantiomerization at room temperature.

NaNO2/K2S2O8-mediated Selective Radical Nitration/Nitrosation of Indoles: Efficient Approach to 3-Nitro- and 3-Nitrosoindoles

JPZ acknowledges financial support from the National Natural Science Foundation of China (No. 21172163, 21472133), the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and Key Laboratory of Organic Synthesis of Jiangsu Province (KJS1749). (Figure presented.).

Palladium-Catalyzed C2?H Arylation of Unprotected (N?H)-Indoles “On Water” Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands

We present the Pd-catalyzed arylation of (N?H)-indoles with functionalized haloarenes “on water” using hitherto untested primary diamantyl phosphine oxides (PPO) as ligands. Remarkable C2?H arylation selectivity was achieved by employing functionalized iodoarenes and N-unprotected indoles. We provide evidence that the in situ generated oxide of (9-hydroxydiamant-4-yl)phosphine L1 is key for the reaction efficiency by comparing a set of diamantane-based compounds structurally related to L1. Our results demonstrate the power of the new PPO ligands for the C?H functionalization of unprotected (N?H)-heterocycles.

Synthesis of 2-Aminobenzonitriles through Nitrosation Reaction and Sequential Iron(III)-Catalyzed C-C Bond Cleavage of 2-Arylindoles

A variety of 2-aminobenzonitriles were prepared from 2-arylindoles in good to excellent yields through tert-butylnitrite (TBN)-mediated nitrosation and sequential iron(III)-catalyzed C-C Bond cleavage in a one-pot fashion. The 2-aminobenzonitriles can be used to rapidly synthesize benzoxazinones by intramolecular condensation. The present method features an inexpensive iron(III) catalyst, gram scalable preparations, and novel C-C bond cleavage of indoles.