877-68-9

Usage

Chemical Properties

Clear colorless to pale yellow liquid

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 14774-77-7 p-methoxyphenyllithium 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 696-62-8 para-iodoanisole 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 3234-51-3 1,1-dibromo-2-phenylcyclopropane 
• 874-90-8 4-methoxybenzonitrile 
• 623-12-1 4-chloromethoxybenzene 
• 17955-46-3 trimethylsilyltributyltin 
• 710-18-9 1-methoxy-4-(trifluoromethoxy)benzene 
• 1112-54-5 vinyltriethylsilane 
• 109-99-9 tetrahydrofuran 
• 108-86-1 bromobenzene 

Downstream Products

• 62689-91-2 α-Methylthio-p-methoxyphenylessigsaeuremethylester 
• 124081-27-2 (2-Methoxy-phenyl)-methylsulfanyl-acetic acid methyl ester 
• 100-66-3 methoxybenzene 
• 23038-47-3 1-benzenesulfonyl-2-methoxy-benzene 
• 15831-52-4 cyclopentyl(4-methoxyphenyl)methanone 
• 13132-25-7 4-(trimethylsilyl)phenol 
• 459-60-9 1-fluoro-4-methoxybenzene 
• 76-86-8 Triphenylsilyl chloride 
• 107-46-0 Hexamethyldisiloxane 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 768-32-1 trimethylphenylsilane 

Relevant academic research and scientific papers

Design, Synthesis, and Implementation of Sodium Silylsilanolates as Silyl Transfer Reagents

There is an increasing demand for facile delivery of silyl groups onto organic bioactive molecules. One of the common methods of silylation via a transition-metal-catalyzed coupling reaction employs hydrosilane, disilane, and silylborane as major silicon sources. However, the labile nature of the reagents or harsh reaction conditions sometimes render them inadequate for the purpose. Thus, a more versatile alternative source of silyl groups has been desired. We hereby report a design, synthesis, and implementation of storable sodium silylsilanolates that can be used for the silylation of aryl halides and pseudohalides in the presence of a palladium catalyst. The developed method allows a late-stage functionalization of polyfunctionalized compounds with a variety of silyl groups. Mechanistic studies indicate that (1) a nucleophilic silanolate attacks a palladium center to afford a silylsilanolate-coordinated arylpalladium intermediate and (2) a polymeric cluster of silanolate species assists in the intramolecular migration of silyl groups, which would promote an efficient transmetalation.

Sodium silylsilanolate enables nickel-catalysed silylation of aryl chlorides

Structurally diverse aryl chlorides were silylated with sodium silylsilanolate reagents in the presence of a Ni(cod)2catalyst complexed with a phosphine ligand; PMe2Ph for electron-rich substrates, and PCy2Ph for electron-deficient ones. The mild reaction conditions allowed the silylation of various aryl chlorides including functionalised drug molecules.

Generation of Aryllithium Reagents from N -Arylpyrroles Using Lithium

Treatment of 1-aryl-2,5-diphenylpyrroles with lithium powder in tetrahydrofuran at 0 °C results in the generation of the corresponding aryllithium reagents through reductive C-N bond cleavage.

Preparation method of aromatic silicon organic compound

The invention provides a preparation method of an aromatic silicon organic compound. The aromatic silicon organic compound is a compound as shown in a formula 3 shown in the specification, the aromatic silicon organic compound is prepared by reacting a compound as shown in a formula 1 with a compound as shown in a formula 2, and the reaction formula is as shown in the specification. In the formulas, a is selected from any integer of 0-5, n is selected from any integer of 1-6, R is selected from one of alkyl, alkoxy, fluorine, trifluoromethyl and trifluoromethoxy; m is any integer selected from 1-3, and R2 is selected from C1-C6 alkyl; a catalyst used in the reaction is MIc, MIc is iodized salt, M is metal ion, and c is selected from 1 or 2 according to the valence state of M; and magnesium is added in the reaction process. The method has the advantages of low cost, effective avoidance of heavy metal residues, simplicity and convenience in operation, high yield, mild reaction conditions and easiness in industrialization.

Cobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation

Transition-metal-catalyzed transformations of the carbon-fluorine bond not only tackle an interesting problem of challenging bond activation but also offer new synthetic strategies where the relatively inert C-F bond is converted to versatile functional groups. Herein we report a practical cobalt-catalyzed silylation of aryl fluorides that uses a cheap electrophilic silicon source with magnesium. This method is compatible with various silicon sources and can be operated under aerobic conditions. Mechanistic studies support the in situ formation of a Grignard reagent, which is captured by the electrophilic silicon source.

Nickel-Catalyzed Decarbonylation of Acylsilanes

Nickel-catalyzed decarbonylation of acylsilanes is developed. In sharp contrast to cross-coupling reactions of acylsilanes, in which the silyl group serves as a leaving group, the silyl group is retained in the product in this decarbonylation reaction. Although the strong binding of the dissociated CO to the nickel center frequently hinders catalyst turnover in nickel-mediated decarbonylative reactions, this reaction can be catalyzed by nickel complexes bearing a CO ligand.

Dimethylformamide-stabilised palladium nanoclusters catalysed coupling reactions of aryl halides with hydrosilanes/disilanes

N,N-Dimethylformamide-stabilised Pd nanocluster (NC) catalysed cross-coupling reactions of hydrosilane/disilane have been investigated. In this reaction, the coupling reaction proceeds without ligands with low catalyst loading. N,N-Dimethylacetamide is a crucial solvent in these reactions. The solvent effect was considered by various techniques, such as transmission electron microscopy, X-ray photoelectron spectroscopy, and thermogravimetric analysis. The Pd NCs can be recycled five times under both hydrosilane and disilane reaction conditions.

IMIDAZOPYRROLOPYRIDINE AS INHIBITORS OF THE JAK FAMILY OF KINASES

2-((1r,4r)-4-(imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)acetonitrile compounds, pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions mediated by JAK, such as inflammatory bowel disease.

Oxidative 1,2-Difunctionalization of Ethylene via Gold-Catalyzed Oxyarylation

Under the conditions of oxidative gold catalysis, exposure of ethylene to aryl silanes and alcohols generates products of 1,2-oxyarylation. This provides a rare example of a process that allows catalytic differential 1,2-difunctionalization of this feedstock chemical.

Formal Nucleophilic Silyl Substitution of Aryl Halides with Silyllithium Reagents via Halogenophilic Attack of Silyl Nucleophiles

A new reaction has been developed for the formal nucleophilic silyl substitution of aryl halides with silyllithium or silylpotassium reagents. Dimethylphenylsilyllithium reacted with various aryl halides to form the corresponding arylsilanes in moderate to good yields with concomitant formation of the disilanes under the optimized reaction conditions. Mechanistic studies indicated that this silyl substitution reaction progresses through polar halogenophilic attack of silyl nucleophiles.