192717-25-2

Upstream product

• 6366-06-9 1-(3,5-dimethylphenyl)acetylene 
• 143321-89-5 2,2,2-trifluoro-N-(2-iodophenyl)acetamide 
• 1093416-77-3 1-benzenesulfonyl-2-(3,5-dimethylphenyl)-1H-indole 
• 120-72-9 indole 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 108-69-0 3,5-dimethylaminoaniline 
• 172975-69-8 3,5-dimethylphenyl boronic acid 

Downstream Products

• 1093416-90-0 3-bromo-4-[2-(3,5-dimethylphenyl)-1H-indol-3-yl]-1-methylpyrrole-2,5-dione 
• 192717-52-5 1-[2-(3,5-dimethylphenyl)-1H-indol-3-yl]-2-(3,4,5,6-tetrahydro-2H-[4,4']bipyridinyl-1-yl)ethane-1,2-dione 

Relevant academic research and scientific papers

Asymmetric transfer hydrogenation of ketimines by indoline as recyclable hydrogen donor

(Chemical Equation Presented) The chiral phosphoric acid catalyzed enantioselective transfer hydrogenation of various ketimines was achieved by the use of 2-aryl indoline as the hydrogen donor. Corresponding chiral amines were obtained in good chemical yi

One-Pot Asymmetric Oxidative Dearomatization of 2-Substituted Indoles by Merging Transition Metal Catalysis with Organocatalysis to Access C2-Tetrasubstituted Indolin-3-Ones

A one-pot approach for the asymmetric synthesis of C2-tetrasubstituted indolin-3-ones from 2-substituted indoles was developed via merging transition metal catalysis with organocatalysis. This strategy involves two processes, including CuI catalyzed oxidative dearomatization of 2-substituted indoles using O2 as green oxidant, and followed by an proline-promoted asymmetric Mannich reaction with ketones or aldehydes. A series of C2-tetrasubstituted indolin-3-ones were obtained in 35–86% yields, 2:1->20:1 dr and 48–99% ee. Moreover, the synthetic 2-tetrasubstituted indolin-3-ones could be easily transformed into 1H-[1,3] oxazino [3,4-a]indol-5(3H)-ones via a [4+1] cyclization process. In addition, the synthetic compound 3 s show certain antibacterial activity against S. aureus ATCC25923 and multi-drug resistance bacterial strain of S. aureus (20151027077) and its MIC values up to 8 μg/mL and 16 μg/mL, respectively. (Figure presented.).

Palladium-catalyzed direct C-2 arylation of indoles with aryl halides in aqueous medium

A newly developed, efficient catalytic system for direct C2-arylation of indoles with aryl halides in aqueous medium under mild conditions (80 °C) is reported. These procedures are free of toxic solvents, and exhibit improved yields and high chemo- and regioselectivity. Georg Thieme Verlag KG · Stuttgart · New York.

Synthesis of new fused and substituted benzo and pyrido carbazoles via C-2 (het)arylindoles

In the course of a program aimed at designing new antitumor agents, we were interested in the synthesis of new substituted benzo and pyrido carbazoles. The synthesis was performed through an efficient four-step sequence from a 2-trimethylstannylindole derivative and via C-2 (het)arylindoles. The synthetic sequence was developed using two palladium mediated reactions including, at the end of the synthesis, a direct (het)arylannulation, which led to the desired heterocycles.

Palladium-catalyzed direct arylation of (hetero) arenes with aryl boronic acids

(Chemical Equation Presented) No compass required: A method is described for forming biaryl C-C bonds by a PdII-catalyzed cross-coupling of aryl C-H bonds with aryl boronic acids under mild conditions without the presence of directing groups. Different substituents on both (hetero)arenes and aryl boronic acids are compatible with the reaction conditions, and the homocoupling of boronic acids is highly inhibited. Dioxygen was applied as the final oxidant.

2-Aryl and 2-Heteroaryl Indoles from 1-Alkynes and o- lodotrifluoroacetanilide through a Domino Copper-Catalyzed Coupling-Cyclization Process

(Matrix presented) A general method for the synthesis of 2-aryl and 2-heteroaryl indoles from aryl iodides and 1-alkynes through a domino copper-catalyzed process is reported. The best results have been obtained with [Cu(phen)(PPh3)2]NO3 in the presence of K 3PO4 in toluene or dioxane at 110°C. 2-Aryl and 2-heteroaryl indoles can also be isolated in good yields by using catalysts derived from Cul and PPh3 in dioxane at 110°C.