1863-21-4

Upstream product

• 120-72-9 indole 
• 108-86-1 bromobenzene 
• 642494-37-9 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1H-indole 
• 88615-24-1 N,N,N’,N’-tetramethyl-P-indol-1-ylphosphonic diamide 
• 108-90-7 chlorobenzene 
• 92199-07-0 7-phenylindoline 
• 2996-92-1 phenyl trimethylsiloxane 
• 780-69-8 triethoxyphenylsilane 
• 496-15-1 1-indoline 
• 51417-51-7 7-bromo-1H-indole 
• 98-80-6 phenylboronic acid 
• 109-97-7 pyrrole 

Downstream Products

• 1265815-39-1 3,3,3-trifluoro-2-hydroxy-2-(7-phenyl-1H-indol-3-yl)-propionic acid ethyl ester 
• 1265815-74-4 3,3,3-trifluoro-2-hydroxy-2-(7-phenyl-1H-indol-3-yl)-propionic acid ethyl ester 
• 1265815-86-8 3,3,3-trifluoro-2-hydroxy-2-(7-phenyl-1H-indol-3-yl)-propionic acid ethyl ester 
• 92199-07-0 7-phenylindoline 
• 1254363-77-3 1-((4-methoxyphenyl)sulfonyl)-7-phenylindoline 
• 480435-87-8 2,5-dichloro-3-(7-phenyl-1H-indol-3-yl)[1,4]benzoquinone 

Relevant academic research and scientific papers

Synthesis of 7-pentafluorophenyl-1 H -indole: An anion receptor for anion-π interactions

7-Pentafluorophenyl-1H-indole has the potential to be a key compound for the investigation of anion-π interactions in solution. Unfortunately, it was not possible to obtain it by aryl-aryl coupling reaction. Finally, it has been prepared by Bartoli indole synthesis. The key compound as well as analogues were submitted to preliminary studies of anion binding. Single crystals of two key receptors were obtained. Georg Thieme Verlag Stuttgart New York.

Rh(iii)-catalyzed C-7 arylation of indolines with arylsilanes via C-H activation

Site-selective synthesis of C-7 arylated indolines has been achieved via oxidative arylation of indolines with arylsilanes under Rh(iii)-catalyzed C-H activation of indolines by using CuSO4 as a co-oxidant. This transformation has been explored for a wide range of substrates under mild conditions.

Intermolecular Nucleophilic Addition Reaction of a C-7 Anion from N -[Bis(dimethylamino)phosphoryl]indole to Electrophiles/Arynes: Synthesis of 7-Substituted Indoles

A novel approach to the C-7 substitution of N-[bis(dimethylamino)phosphoryl]indole by nucleophilic addition of the corresponding C-7 carbanion to electrophiles or arynes is described. The directing group can be easily removed, providing a simple route to the synthesis of 7-functionalized indoles.

Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of N-Heterocycles

Herein, an iron(II)-catalyzed biomimetic oxidation of N-heterocycles under aerobic conditions is described. The dehydrogenation process, involving several electron-transfer steps, is inspired by oxidations occurring in the respiratory chain. An environmentally friendly and inexpensive iron catalyst together with a hydroquinone/cobalt Schiff base hybrid catalyst as electron-transfer mediator were used for the substrate-selective dehydrogenation reaction of various N-heterocycles. The method shows a broad substrate scope and delivers important heterocycles in good-to-excellent yields.

Catalytic C(sp2)?H amination reactions using dinickel imides

C?H amination reactions are valuable transformations for the construction of C?N bonds. Due to their relatively high bond dissociation energies, C(sp2)?H bonds are generally not susceptible toward direct nitrene insertion, necessitating alternative mechanisms for C?H activation. Here, we report that cationic dinuclear (NDI)Ni2 (NDI = naphthyridine?diimine) complexes catalyze intramolecular nitrene insertions into aryl and vinyl C(sp2)? H bonds. Mechanistic studies suggest that a bridging imido ligand supported at a Ni2 site induces C?H activation by a 1,2-addition pathway to generate an azametallacyclic intermediate. This organometallic mechanism contrasts with the electrocyclization/1,2-shift mechanism proposed for analogous transformations using Rh2 catalysts. The implications of these mechanistic differences for the stereoselectivity and chemoselectivity of C?H amination are described.

Preparation method of 7-phenylindole compound

The invention discloses a preparation method of a 7-phenylindole compound. Indole is used as a starting raw material, under the condition that n-butyllithium is used as an alkali, a di-tert-butylphosphine guide group is introduced to the C1 site of an indole ring, a steric effect and a coordination effect are utilized to activate a carbon-hydrogen bond at the C7 site of the indole ring, and palladium acetate is adopted to catalyze an organic tin reagent to perform a carbon-carbon bond coupling reaction, so that arylation of the C7 site of the indole ring is realized; and by taking tetrabutylammonium fluoride as an alkaline condition, removing of the di-tert-butylphosphine guide group is carried out to obtain the 7-phenylindole compound. According to the method, halogenation does not need to be conducted at the C7 position of the indole ring in advance, the optimized reaction condition is mild, the substrate universality is good, the reaction yield is high, and the method is a new method for synthesizing the 7-phenylindole compound.

Synthesis of Seven-Membered Azepino[3,2,1- hi]indoles via Rhodium-Catalyzed Regioselective C-H Activation/1,8-Diazabicyclo[5.4.0]undec-7-ene-Catalyzed Intramolecular Amidation of 7-Phenylindoles in One Pot

An unprecedented rhodium-catalyzed regioselective C-H activation/1,8-diazabicyclo[5.4.0]undec-7-ene-catalyzed intramolecular amidation of 7-arylindoles with diazomalonates is described that provides a straightforward route to seven-membered azepino[3,2,1-hi]indoles in good to excellent yields in one pot. A wide range of functional groups, including F, OMe, NPh2, SiMe3, Cl, CN, CHO, COMe, CO2Me, CF3, and NO2, were all well-tolerated.

Expedient cobalt(II)-catalyzed site-selective C7-arylation of indolines with arylboronic acids

Cobalt(ii)-catalyzed pyrimidyl directing group-assisted C7 arylation of indolines with arylboronic acids has been developed using Mn(OAc)2·4H2O as an oxidant. The use of cobalt(ii)-PCy3 as a catalyst and broad substrate scope are the important practical features.

Spatially isolated palladium in porous organic polymers by direct knitting for versatile organic transformations

We report here a direct knitting Method for preparation of highly robust, effective while air- and moisture-tolerant, and readily recyclable three-dimensional (3D) porous polymer-Pd network (PPPd) from the widely used Pd(PPh3)4. Electro-beam induced Pd atom crystallization was observed for the first time in organic polymer and revealed the ultrafine dispersion of palladium atoms. Challenging types of Suzuki-Miyaura couplings, reductive coupling of aryl halides and oxidative coupling of arylboronic acid were successively catalyzed by PPPd in aqueous media. Also catalytically selective C–H functionalization reactions were achieved with orders of magnitude more efficient than conventional Pd homogeneous catalysts. The strategy developed here provides a practical method for easy-to-make yet highly efficient heterogeneous catalysis.

Direct and site-selective Pd(ii)-catalyzed C-7 arylation of indolines with arylsilanes

The palladium-catalyzed oxidative arylation of indolines with arylsilanes at the C-7 position via C-H bond activation has been reported. This transformation has been applied to a wide range of substrates. It represents a facile access to C-7 arylated indolines, which can be conveniently transformed into C-7 arylated indoles.