40230-92-0

Usage

Uses

Used in Organic Synthesis:
((3-METHOXYPHENYL)ETHYNYL)-TRIMETHYLSIL& is used as a building block in organic synthesis for the preparation of various functionalized organic molecules. Its unique structure and reactivity make it a valuable tool for creating complex organic molecules.
Used in Sonogashira Coupling Reaction:
((3-METHOXYPHENYL)ETHYNYL)-TRIMETHYLSIL& is commonly used as a reagent in the Sonogashira coupling reaction, a widely used method for the synthesis of carbon-carbon bonds. This reaction is an important tool in organic chemistry for forming new carbon-carbon bonds, which are essential for the creation of many organic compounds.
Used in Pharmaceutical Industry:
((3-METHOXYPHENYL)ETHYNYL)-TRIMETHYLSIL& has applications in the preparation of pharmaceuticals. Its unique structure and reactivity make it a valuable tool for the synthesis of complex organic molecules that can be used as active pharmaceutical ingredients or as intermediates in the synthesis of drugs.
Used in Agrochemical Industry:
((3-METHOXYPHENYL)ETHYNYL)-TRIMETHYLSIL& is also used in the preparation of agrochemicals. Its unique structure and reactivity make it a valuable tool for the synthesis of complex organic molecules that can be used as active ingredients in pesticides, herbicides, and other agricultural chemicals.
Used in Materials Science:
((3-METHOXYPHENYL)ETHYNYL)-TRIMETHYLSIL& has applications in materials science. Its unique structure and reactivity make it a valuable tool for the synthesis of complex organic molecules that can be used in the development of new materials with specific properties, such as polymers, coatings, and adhesives.

InChI:InChI=1/C12H16OSi/c1-13-12-7-5-6-11(10-12)8-9-14(2,3)4/h5-7,10H,1-4H3

Upstream product

• 2398-37-0 3-methoxyphenyl bromide 
• 1066-54-2 trimethylsilylacetylene 
• 766-85-8 3-methoxy-1-iodobenzene 

Downstream Products

• 1377578-80-7 2-(3-methoxyphenyl)-1H-pyrrolo[3,2-c]pyridine 
• 1459714-41-0 5-(3-methoxyphenyl)-3-methylenepent-4-yn-1-ol 
• 111727-07-2 1-methoxy-3-(3,3,3-trifluoroprop-1-yn-1-yl)benzene 
• 913698-18-7 4-chloro-3-(3-methoxy-phenyl)-2-trimethylsilanyl-1H-pyrrolo[3,2-c]pyridine 
• 34985-41-6 7-methoxy-indan-1-one 
• 5111-70-6 5-methoxy-1-indanone 
• 768-70-7 1-ethynyl-3-methoxybenzene 
• 37696-01-8 1-methoxy-3-(phenylethynyl)benzene 
• 1186072-18-3 C₁₂H₁₈OSi 
• 105281-53-6 (E)-trimethyl<2-(3-methoxyphenyl)ethenyl>silane 
• 192573-53-8 3-(3-methoxyphenyl)-1-phenylprop-2-yn-1-one 

Relevant academic research and scientific papers

Ortho-Carboranylphenoxyacetanilides as inhibitors of hypoxia-inducible factor (HIF)-1 transcriptional activity and heat shock protein (HSP) 60 chaperon activity

ortho-Carboranylphenoxy derivatives were synthesized and evaluated for their ability to inhibit hypoxia-induced HIF-1 transcriptional activity using a cell-based reporter gene assay. Among the compounds synthesized, compound 1d showed the most significant

SPIRO-CONTAINING PLATINUM (II) EMITTERS WITH TUNABLE EMISSION ENERGIES AND SYNTHESES THEREOF

An asymmetric tetradentate metal complex of a N^C^C^N comprising tetradentate ligand has a metal connected to binding sites which are connected to each other via three or four covalent bonds that can be either single or double bonds with bridging linkers reside between C^C and C^N moieties. These linkers result in three-dimension metal complexes with distorted square planar geometries. The four donor atoms coordinate to a metal center. Upon metal binding a 5-6-6 membered metallocycle is formed upon chelation including a first nitrogen donor bond, a first metal-carbon bond, a second metal-carbon bond, and a second nitrogen donor bond. The light emission from these metal complexes can be tuned by the ligand structure over the entire visible spectrum.

Enantioselective synthesis of β-fluoro-β-aryl-α-aminopentenamides by organocatalytic [2,3]-sigmatropic rearrangement

The tetramisole-promoted catalytic enantioselective [2,3]-sigmatropic rearrangement of quaternary ammonium salts bearing a (Z)-3-fluoro-3-arylprop-2-ene group generates, after addition of benzylamine, a range of β-fluoro-β-aryl-α-aminopentenamides containing a stereogenic tertiary fluorine substituent. Cyclic and acyclic nitrogen substituents as well as various aromatic substituents are tolerated, giving the β-fluoro-β-aryl-α-aminopentenamide products in up to 76% yield, 96:4 dr, and 98:2 er.

Fluoroform-Derived CuCF3 for Trifluoromethylation of Terminal and TMS-Protected Alkynes

An efficient trifluoromethylation reaction of alkynes using a fluoroform-derived CuCF3 reagent is described. The CF3 source is the inexpensive industrial waste fluoroform (CF3H). The air-stable CuCF3 reagent can be prepared in large quantities and is convenient to use. Synthetically useful trifluoromethylated alkynes containing a wide range of functional groups were successfully synthesized under mild conditions. Both terminal and TMS-protected alkynes gave the products in one step. The beneficial effect of a diamine ligand tetramethylethylenediamine (TMEDA) with the fluoroform-derived CuCF3 reagent was also demonstrated.

Microwave-assisted copper- and palladium-catalyzed sonogashira-type coupling of aryl bromides and iodides with trimethylsilylacetylene

An efficient and rapid method was developed for the synthesis of 1-aryl-2-(trimethylsilyl)acetylene. Copper and palladium-catalyzed sonogashira-type coupling of trimethylsilylacetylene and aryl bromides or iodides in the presence of triethylamine as base

Visible-Light-Promoted Vinylation of Tetrahydrofuran with Alkynes through Direct C-H Bond Functionalization

(Chemical Equation Presented) Mild and direct C-H bond functionalizations and vinylations of tetrahydrofuran with alkynes have been accomplished through visible light photocatalysis, yielding a range of vinyl tetrahydrofurans under the synergistic actions of organic dye-type photocatalyst eosin Y, tert-butyl hydroperoxide (t-BuOOH), and a 45 W household lightbulb. A significant kinetic isotope effect (KIE) was recorded, which helps shed light on the mechanistic course.

Autotandem catalysis: Synthesis of pyrroles by gold-catalyzed cascade reaction

A novel synthesis of substituted pyrroles by a gold(I)-catalyzed cascade reaction has been developed. The reaction proceeded with an autotandem catalysis consisting of an initial addition of gold-acetylide to an acetal moiety and was followed by gold-catalyzed 5-endo-dig cyclization and aromatization. Gold catalysts play a dual role in activating nucleophilicity or electrophilicity of terminal acetylenes by forming gold-acetylides or by π-coordination. The formal (3 + 2) annulation of two components provided a variety of substituted pyrroles in a modular fashion.

Rapid pseudo five-component synthesis of intensively blue luminescent 2,5-di(hetero)arylfurans via a Sonogashira-Glaser cyclization sequence

2,5-Di(hetero)arylfurans are readily accessible in a pseudo five-component reaction via a Sonogashira-Glaser coupling sequence followed by a superbase-mediated (KOH/DMSO) cyclization in a consecutive one-pot fashion. Besides the straightforward synthesis of natural products and biologically active molecules all representatives are particularly interesting due to their bright blue luminescence with remarkably high quantum yields. The electronic structure of the title compounds is additionally studied with DFT computations.

Pseudo five-component synthesis of 3-(hetero)arylmethyl-2,5-di(hetero)-aryl-substituted thiophenes via sonogashira-glaser cyclization sequence

The Sonogashira-Glaser sequence combined with a microwave-assisted cyclization is a powerful tool to synthesize unsymmetrically substituted conjugated thiophenes. A variety of 3-(hetero)arylmethyl-2,5-di(hetero)aryl-substituted thiophenes could be synthesized in moderate to excellent yields using a single Pd/Cu catalyst system. The presented method is strikingly simple to perform using commercially available starting materials. The obtained trisubstituted oligothiophene derivatives are interesting molecules for materials science.

Synthesis, DNA-binding abilities and anticancer activities of triazole-pyrrolo[2,1-c][1,4]benzodiazepines hybrid scaffolds

We synthesized a new series of PBD-hybrid derivatives having tethered triazoles and investigated for their cytotoxicity. The studies indicated that cis-olefin compounds induce higher cytotoxicity with increase in the G1 cell cycle phase compared with the trans-compounds. Quantitative RT-PCR assay indicated that compounds (16a-d) induced G1 phase arrest through down-regulation of cyclin D1 and up-regulation of p21, p27, and p53 mRNA expressions. Compounds 16a-d induced A375 early apoptosis as detected by flow cytometry after double-staining with annexin V and propidium iodide. Moreover, the Western blot analysis showed that A375 treated by compounds (16a-d) resulted in decreased levels of Bcl-2 and Bcl-xL, increased levels of Bax and Bad, and caspase/PARP degradation to identify apoptotic cells.