1608124-59-9

Upstream product

• 221044-05-9 N-(2-pyrimidyl)indole 
• 18412-56-1 3-methylphenyltriethoxysilane 
• 17933-03-8 m-tolylboronic acid 
• 120-72-9 indole 
• 35692-20-7 trimethoxy(m-tolyl)silane 

Relevant academic research and scientific papers

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.

Cobalt-catalyzed intramolecular decarbonylative coupling of acylindoles and diarylketones through the cleavage of C-C bonds

We report here cobalt-N-heterocyclic carbene catalytic systems for the intramolecular decarbonylative coupling through the chelation-assisted C-C bond cleavage of acylindoles and diarylketones. The reaction tolerates a wide range of functional groups such as alkyl, aryl, and heteroaryl groups, giving the decarbonylative products in moderate to excellent yields. This transformation involves the cleavage of two C-C bonds and formation of a new C-C bond without the use of noble metals, thus reinforcing the potential application of decarbonylation as an effective tool for C-C bond formation. This journal is

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.

Directed Decarbonylation of Unstrained Aryl Ketones via Nickel-Catalyzed C - C Bond Cleavage

The nickel-catalyzed decarbonylation of unstrained diaryl ketones has been developed. The reaction is catalyzed by a combination of Ni(cod)2 and an electron-rich N-heterocyclic carbene ligand. High functional group tolerance and excellent yields (up to 98%) are observed. This strategy provides an alternative and versatile approach to construct biaryls using an inexpensive nickel catalyst.

Suzuki-Miyaura coupling of unstrained ketones via chelation-assisted C-C bond cleavage

Herein, we report that unstrained ketones can be efficiently employed as electrophiles in Suzuki-Miyaura reactions via catalytic activation of unstrained C-C bonds assist by an N-containing directing group. A wide range of aromatic ketones directly coupled with boronic ester with excellent functional group tolerance. This strategy provides an alternative and versatile approach to constructing biaryls from unstrained ketones.

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.

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.