1608124-75-9

Upstream product

• 1380503-26-3 1-(pyrimidin-2-yl)-1H-indole-5-carbonitrile 
• 37952-93-5 N-benzoyl saccharin 
• 81-07-2 saccharin 
• 28284-05-1 N-benzoylisatin 
• 91-56-5 indole-2,3-dione 
• 15861-24-2 1H-indole-5-carbonitrile 
• 98-80-6 phenylboronic acid 
• 1310708-88-3 5-methoxyl-1-(pyrimidin-2-yl)-1H-indole 
• 2996-92-1 phenyl trimethylsiloxane 

Downstream Products

• 96887-11-5 2-phenyl-1H-indole-5-carbonitrile 

Relevant academic research and scientific papers

Synthesis method of 2-arylindole derivative

The invention discloses a novel synthesis method of a 2-arylindole derivative. The method comprises the following steps: in an organic solvent, taking an N-(2-pyrimidyl)indole compound and an aryl silane compound as raw materials, taking a catalyst, an oxidizing agent and an activating agent as a catalytic system, carrying out heating and refluxing under stirring, carrying out thin-layer chromatography (TLC) tracking detection until the reaction is complete, and carrying out post-treatment on a reaction solution to obtain the 2-arylindole derivative, wherein the main catalyst is a metal cobaltsalt, the oxidizing agent is copper acetate, and the activating agent is potassium fluoride or cesium fluoride. In the method, cheap metal cobalt is used for catalysis, an oxidative coupling reactionbetween the indole derivative and the aryl silane is realized, and a series of functionalized 2-arylindole compounds are prepared, and the synthesis method of the framework structure is enriched. Simultaneously, the invention provides the novel synthesis method which has low cost, is easy to achieve and is environmentally friendly for synthesis of 2-arylindole compound.

Direct Hiyama Cross-Coupling of (Hetero)arylsilanes with C(sp2)-H Bonds Enabled by Cobalt Catalysis

We report a chelation-assisted C-H arylation of various indoles with sterically and electronically diverse (hetero)arylsilanes enabled by cost-effective Cp*-free cobalt catalysis. Key to the success of this strategy is the judicious choice of copper(II) fluoride as a bifunctional sliane activator and catalyst reoxidant. This methodology features a broad substrate scope and good functional group compatibility. The synthetic versatility of this protocol has been highlighted by the gram-scale synthesis and late-stage diversification of biologically active molecules.

Selective C?N Bond Cleavage of N-Acylisatins: Towards High Performance Acylation/Arylation/Transamination Reagents

New multipurpose arylation/acylation/transamination reagents, N-acylisatins, have been developed by selective ‘inside-outside’ C?N bond cleavage under different catalytic conditions. As activated amides, N-acylisatins undergo Rh-catalyzed C?H arylation and Pd-catalyzed acylation by cleavage outside the C?N bond, and the desired biaryls and diaryl ketones were obtained in good to excellent yields. Generally, the combination of N-acylisatins with amines leads to a ring-opening reaction and formation of transamination products in a predictable manner through inside C?N bond cleavage. Interestingly, treatment of N-acylisatins with amines lead to unexpected outer-ring transamination products when CsF is added, which shows that CsF can favor the outside C?N bond cleavage path. Notably, this work presents a new strategy for multiple chemical transformations of a single amide to achieve various products by selective C?N bond cleavage. (Figure presented.).

Rhodium-catalyzed C-H functionalization with N-acylsaccharins

A rhodium-catalyzed C-H functionalization with activated amides by decarbonylation has been developed. Notably, this is the first C-H arylation employing N-acylsaccharins as coupling partners to give biaryls in good to excellent yields. The highlight of the work is the high tolerance of functional groups such as formyl, ester, and vinyl and the use of a removable directing group.

Cobalt(II)-Catalyzed Oxidative C-H Arylation of Indoles and Boronic Acids

Co(II)-catalyzed C-H C2 selective arylation of indoles with boronic acids through monodentate chelation assistance has been achieved for the first time. The unique features of this methodology include mild reaction conditions, highly C2 regioselectivity, and employment of a Grignard reagent-free catalytic system. A wide range of substrates, including unreactive arenes, are well tolerated, which enables the construction of the coupling products efficiently. This new strategy provides an alternative and versatile approach to construct biaryls using inexpensive cobalt catalyst.

Synthetic method of efflux pump inhibitor N-hydrogen-2-arylindol and derivatives thereof

The invention discloses a synthetic method of efflux pump inhibitors which are N-hydrogen-2-arylindol and derivatives thereof. The method includes adding 2-chloropyrimidine under N2 protection into a dimethylformamide (DMF) system containing an indol comp

Rhodium-catalyzed regioselective direct C-H arylation of indoles with aryl boronic acids

A highly efficient Rh(III)-catalyzed direct C-H arylation of indoles with aryl boronic acids under mild conditions has been developed. The methodology features wide substrate scope and excellent functional group compatibility (34 examples, up to 99% yield). The arylated products can also be conveniently transformed into biologically active polycyclic indole derivatives.

Mild Rh(III)-catalyzed direct C-H bond arylation of (hetero)arenes with arylsilanes in aqueous media

An efficient rhodium(III)-catalyzed C-H bond activation and further direct arylation of (hetero)arenes with organosilanes in aqueous media was developed. This reaction shows good substrate scope and excellent functional group compatibility and gives the products in good yields with excellent regioselectivity.