143360-89-8

Usage

Uses

Used in Organic Synthesis:
Acetamide, 2,2,2-trifluoro-N-[2-(phenylethynyl)phenyl]is utilized as a key intermediate in organic synthesis for the creation of complex organic molecules. Its unique structure allows for the development of novel compounds with specific properties, making it an essential component in the synthesis of pharmaceuticals and other specialty chemicals.
Used in Pharmaceutical Research:
In the pharmaceutical industry, Acetamide, 2,2,2-trifluoro-N-[2-(phenylethynyl)phenyl]is employed as a research tool for the discovery and development of new drugs. Its potent inhibitory effects on enzyme systems make it a promising candidate for the treatment of various diseases and disorders, contributing to the advancement of therapeutic options.
Used in Biochemical Studies:
Acetamide, 2,2,2-trifluoro-N-[2-(phenylethynyl)phenyl]is applied as a research compound in biochemical studies to understand the interactions between enzymes and substrates. Its ability to inhibit various enzyme systems provides insights into enzyme mechanisms and can aid in the development of targeted therapies for specific conditions.
Used in Drug Development:
Acetamide, 2,2,2-trifluoro-N-[2-(phenylethynyl)phenyl]is also used in drug development as a potential therapeutic agent. Its investigation for the treatment of various diseases and disorders underscores its potential to contribute to the medical field, offering new avenues for treatment and improving patient outcomes.

Upstream product

• 143321-89-5 2,2,2-trifluoro-N-(2-iodophenyl)acetamide 
• 536-74-3 phenylacetylene 
• 2727-71-1 N-(2-bromophenyl)-2,2,2-trifluoroacetamide 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 68-12-2 N,N-dimethyl-formamide 
• 615-36-1 2-bromoaniline 
• 615-43-0 2-iodophenylamine 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 52670-38-9 2-ethynylaniline 
• 591-50-4 iodobenzene 
• 1006727-95-2 allyl(2-ethynylphenyl)amine 
• 143360-93-4 N-(2-ethynylphenyl)-2,2,2-trifluoroacetamide 
• 62926-91-4 N-(2-chlorophenyl)-2,2,2-trifluoro-acetamide 
• 108-86-1 bromobenzene 

Downstream Products

• 143360-82-1 3-(4-chlorophenyl)-2-phenyl-1H-indole 
• 143360-83-2 3-((E)-Cyclooct-1-enyl)-2-phenyl-1H-indole 
• 103056-99-1 (4-methoxyphenyl)(2-phenyl-1H-indol-3-yl)methanone 
• 143360-84-3 (8R,9S,10R,13S,14S)-10,13-Dimethyl-3-(2-phenyl-1H-indol-3-yl)-1,2,7,8,9,10,11,12,13,14,15,16-dodecahydro-cyclopenta[a]phenanthren-17-one 
• 143360-81-0 2-Methyl-4-(2-phenyl-1H-indol-3-yl)-cyclohexa-1,3-dienecarboxylic acid ethyl ester 
• 201813-54-9 N-Allyl-2,2,2-trifluoro-N-(2-phenylethynyl-phenyl)-acetamide 
• 201813-59-4 2,2,2-Trifluoro-N-(2-methyl-allyl)-N-(2-phenylethynyl-phenyl)-acetamide 
• 201813-58-3 2,2,2-Trifluoro-N-(3-methyl-but-2-enyl)-N-(2-phenylethynyl-phenyl)-acetamide 
• 948-65-2 2-phenyl-indole 
• 581783-28-0 2-phenyl-3-thiazol-2-yl-1H-indole 
• 91025-04-6 2-phenyl-3-(2-pyridyl)indole 
• 3469-20-3 2,3-diphenyl-1H-indole 
• 2415-33-0 2,2'-diphenyl-1H,1'H-3,3'-biindole 

Relevant academic research and scientific papers

Synthesis of readily cleavable immobilized 1,10-phenanthroline resins

(Equation Presented) 1,10-Phenanthroline is derivatized and ultimately immobilized on two different polystyrene/divinylbenzene solid supports using convenient methodology. All syntheses are amenable to semiautomatic processing and are scalable for high-throughput screening. A domino copper-catalyzed coupling-cyclization reaction is used to illustrate applicability in catalytic studies.

Sequential Sonogashira/intramolecular aminopalladation/cross-coupling ofortho-ethynyl-anilines catalyzed by a single palladium source: rapid access to 2,3-diarylindoles

We have developed a practical and efficient one-pot protocol for the synthesis of 2,3-diarylindolesviaPd-catalyzed bis-arylative cyclization of variouso-ethynylanilines with aryl iodides. Mechanism studies showed that a Pd-catalyzed Sonogashira reaction took place firstly, giving an internal alkyne intermediate, which subsequently underwent intramolecular aminopalladation/cross-coupling to give access to 2,3-diarylindoles. The present methodology exhibits a broad substrate scope, producing various 2,3-diaryl indoles bearing two different aryl groups.

Palladium-catalyzed: C -glycosylation and annulation of o -alkynylanilines with 1-iodoglycals: Convenient access to 3-indolyl- C -glycosides

An efficient and practical approach for the synthesis of 3-indolyl-C-Δ1,2-glycosides through a palladium-catalyzed annulation/C-glycosylation sequence of o-alkynylanilines with 1-iodoglycals has been developed. This methodology has a wide scope of substra

Synthesis of 2,3-disubstituted indoles from alkynylanilines and 2-chlorophenols using palladium–dihydroxyterphenylphosphine catalyst

2,3-Disubstituted indoles bearing 2-hydroxyphenyl moieties at their C3 positions were synthesized from readily available 2-chlorophenols and alkynylanilines via aminopalladation/reductive elimination using Pd–dihydroxyterphenylphosphine catalyst. The catalyst accelerates the introduction of the 2-hydroxyphenyl group at the C3 position of the indole.

A Commercially Available and User-Friendly Catalyst for Hydroamination Reactions under Technical Conditions

The activity of a simple, commercially available copper salt, [Cu(NCMe)4](BF4) in intramolecular hydroamination reactions of alkynes and allenes is presented. Reactions were successfully carried out in technical acetonitrile in the presence of air. While attempts of alkene hydroamination failed, this catalyst was also found active in intermolecular aza-Michael reactions.

Synthesis of Polysubstituted 3-Chalcogenated Indoles through Copper(I) Iodide-Catalyzed Three-Component Domino Reactions

Polysubstituted 3-chalcogenated indoles were synthesized by a three-component, one-pot, domino reaction of a N -(2-bromophenyl)trifluoroacetamide, a 1-alkyne, a disulfides or diselenides, CuI, and proline in DMF. In this process, tandem Sonogashira coupling, N-cyclization, and sulfenyl/selenyl electrophilic substitution occurred sequentially and smoothly to form the anticipated products in good to excellent yields (20 examples; 65-96%). Notably, no palladium catalyst was used in this catalytic system, supporting its cost effectiveness and potential industrial application.

Bis(cycloocta-1,5-diene)nickel-Catalyzed Carbon Dioxide Fixation for the Stereoselective Synthesis of 3-Alkylidene-2-indolinones

A bis(cycloocta-1,5-diene)nickel-catalyzed highly regio- and (E)-stereoselective hydrocarboxylation of 2-alkynylanilines under very mild conditions has been developed to afford (E)-[2-(o-aminophenyl)]acrylic acids, which could easily be converted to (E)-3

Borane-catalyzed indole synthesis through intramolecular hydroamination

The reaction of 2-alkynyl anilines with catalytic amounts of B(C6F5)3 (5 mol%) resulted in the formation of 2-substituted indoles according to an intramolecular hydroamination in good to excellent yields. Reaction intermediates as well as products were characterized by NMR spectroscopy and by X-ray crystallography. The domino hydroamination/hydrogenation sequence allowed the efficient synthesis of tetrahydroquinoline 8 in good yield.

Synthesis of Benzofurans and Indoles from Terminal Alkynes and Iodoaromatics Catalyzed by Recyclable Palladium Nanoparticles Immobilized on Siliceous Mesocellular Foam

Herein, we report on the utilization of a heterogeneous catalyst, consisting of Pd nanoparticles supported on a siliceous mesocellular foam (Pd0-AmP-MCF), for the synthesis of heterocycles. Reaction of o-iodophenols and protected o-iodoanilines with acetylenes in the presence of a Pd nanocatalyst produced 2-substituted benzofurans and indoles, respectively. In general, the catalytic protocol afforded the desired products in good to excellent yields under mild reaction conditions without the addition of ligands. Moreover, the structure of the reported Pd nanocatalyst was further elucidated with extended X-ray absorption fine-structure spectroscopy, and it was proven that the catalyst could be recycled multiple times without significant loss of activity.

One-pot and regiospecific synthesis of 2,3-disubstituted indoles from 2-bromoanilides via consecutive palladium-catalyzed sonogashira coupling, amidopalladation, and reductive elimination

A practical one-pot and regiospecific three-component process for the synthesis of 2,3-disubstituted indoles from 2-bromoanilides was developed via consecutive palladium-catalyzed Sonogashira coupling, amidopalladation, and reductive elimination.