1067883-80-0

Upstream product

• 88207-45-8 2-(2'-bromophenyl)-1H-indole 
• 74-88-4 methyl iodide 
• 2142-69-0 2-bromophenyl methyl ketone 
• 100-63-0 phenylhydrazine 
• 622-36-6 1-methyl-2-phenylhydrazine 
• 1011736-72-3 N-[1-(2-Bromo-phenyl)-eth-(Z)-ylidene]-N'-phenyl-hydrazine 
• 603-76-9 1-methylindole 
• 2905-25-1 o-bromobenzenesulfonyl chloride 
• 583-55-1 1-Bromo-2-iodobenzene 
• 618-40-6 1-Methyl-1-phenylhydrazine 

Downstream Products

• 1067883-59-3 N-methyl-2-[2-(diisopropylphosphino)phenyl]-1H-indole 
• 1067883-56-0 N-methyl-2-[2-(diphenylphosphino)phenyl]-1H-indole 
• 1067883-58-2 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole 
• 1225381-24-7 2-(2-[1-(tert-butyl)-1-chlorophosphino]phenyl)-1-methyl-1H-indole 
• 1263875-75-7 5,6-dibutyl-11-methyl-11-H-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.

Ligand Control of Palladium-Catalyzed Site-Selective α- and γ-Arylation of α,β-Unsaturated Ketones with (Hetero)aryl Halides

This study describes the first palladium-catalyzed, site-selective α- and γ-arylation of α,β-unsaturated ketones with (hetero)aryl halides. A wide range of hetero(aryl)halides coupled with α,β-unsaturated ketones, and transformation into the arylated products proceeded with excellent to good yields. The site selectivity of the reaction is switchable by simply changing the phosphine ligand to access either α-arylated or γ-arylated products in good to excellent yields by using a low catalyst loading, and the method demonstrates good functional-group compatibility.

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.).

Phosphine ligand for indole skeleton as well as preparation method and application of phosphine ligand

The invention provides a phosphine ligand for a 3-(disubstituted phosphino)-2-(2-(substituted phosphino) substituted phenyl)-1-alkyl-indole skeleton as well as a preparation method and application of the phosphine ligand. The structure of the phosphine li

Syntheses of Tetrahydrobenzoazepinoindoles and Dihydrobenzodiazepinoindoles via Ring-Opening Cyclization of Activated Aziridines with 2-(2-Bromophenyl)-1H-indoles

Two efficient, modular, step- and pot-economic strategies to access various 5,6,7,12-tetrahydrobenzo[2,3]azepino[4,5-b]indoles and 6,7-dihydro-5H-benzo[5,6][1,4]diazepino[1,7-a]indoles are disclosed that advance via SN2-type regioselective ring opening of enantiopure aziridines with 2-(2-bromophenyl)-1H-indoles at their C3 and indolyl N centers, respectively, followed by Cu-mediated C-N cyclization which furnishes the products in excellent yields with outstanding enantiomeric excesses (up to >99%).

Eco-friendly solvents for palladium-catalyzed desulfitative C-H bond arylation of heteroarenes

Herein, we report the Pd-catalyzed regioselective direct arylation of heteroarenes in which benzenesulfonyl chlorides are used as coupling partners through a desulfitative cross-coupling that can be performed in diethyl carbonate (DEC) or cyclopentyl methyl ether (CPME) as green and renewable solvents or even in neat conditions instead of dioxane or dimethylacetamide (DMA). Under these solvent conditions, the reaction proceeds with a wide range of heteroarenes. C2- or C5-arylated products were obtained with furan and pyrrole derivatives. Benzofuran was also arylated regioselectively at the C2-position, whereas the reaction proceeds selectively at the C3- or C4-positions if thiophenes and benzothiophenes are used. Moreover, in some cases, especially with 1-methylindole, solvent-free conditions afforded better regioselectivities and/or yields than the reaction performed in the presence of solvents.

Decarboxylative cross-coupling of mesylates catalyzed by copper/palladium systems with customized imidazolyl phosphine ligands

The activation of the inert C-O bonds in mesylates through the use of a new class of imidazolyl phosphines allows the decarboxylative coupling of aryl mesylates as well as polysubstituted alkenyl mesylates. Variation of the ligands leads to two complementary methods providing the corresponding biaryls and polysubstituted olefins in good yields. Copyright

Copper-catalyzed synthesis of benzocarbazoles via α-C-arylation of ketones

A simple and efficient copper-catalyzed method for the synthesis of 11H-benzo[a]carbazoles has been developed. The protocol uses readily available substituted 2-(2-bromophenyl)-1H-indoles and ketones as starting materials and an inexpensive catalyst system. The corresponding 11H-benzo[a]carbazoles were obtained in moderate to excellent yields. The Royal Society of Chemistry 2012..

Cascade carbopalladation-annulation approach toward polycylic derivatives of indole and indolizine

A convenient method for construction of polycyclic fused nitrogen-containing heterocycles has been developed. The methodology involves palladium-catalyzed intermolecular carbopalladation-annulation cascade reaction of haloaryl heterocyclic derivatives with different alkynes under relatively mild reaction conditions. Thus, the palladium-catalyzed cascade cyclization of bromophenyl derivatives of indolizine and indole with alkynes afforded tetracycles, possessing a newly formed fused six-membered ring. The reaction of 3-(2-iodobenzyl)-indoles with a variety of alkynes afforded polycyclic compounds with fused seven-membered rings. Annulation with unsymmetrical alkynes exhibited varied regioselectivity. Overall, this approach allows for quick and efficient assembly of polycyclic derivatives of indole and indolizine from easily available precursors. ARKAT-USA, Inc.

A general palladium-catalyzed Suzuki-Miyaura coupling of aryl mesylates

(Chemical Equation Presented) Catalyze this! The first palladium-catalyzed Suzuki-Miyaura coupling of unactivated aryl mesylates is reported, with not only arylboronic acids, but also other organoboron nucleophiles (see picture; Z=B(OH)2, BF3K, BPin). The reaction conditions are compatible with various common functional groups (R1=alkyl, OMe, CHO, CO, CN, CO2R′, heteroaryl).