219605-52-4

Upstream product

• 698-00-0 2-bromo-N,N-dimethylaniline 
• 698-02-2 N,N-dimethyl-o-iodoaniline 
• 219605-51-3 N,N-dimethyl-2-((trimethylsilyl)ethynyl)benzenamine 

Downstream Products

• 1094615-22-1 N,N-dimethyl-2-(biphenyl-2-ylethynyl)aniline 
• 1381766-53-5 2-((2-(dimethylamino)phenyl)ethynyl)-4-methoxy-N-(4-methoxyphenyl)benzamide 
• 1381766-40-0 C₂₄H₂₀N₂O₃ 
• 1381766-55-7 2-((2-(dimethylamino)phenyl)ethynyl)-N-(4-methoxyphenyl)-6-methylbenzamide 
• 1381766-41-1 C₂₄H₂₀N₂O₂ 
• 1381766-50-2 N-(4-chlorophenyl)-2-((2-(dimethylamino)phenyl)ethynyl)benzamide 
• 1381766-52-4 C₁₈H₁₈N₂O 
• 1381766-49-9 2-((2-(dimethylamino)phenyl)ethynyl)-N-phenylbenzamide 
• 1381766-48-8 2-((2-(dimethylamino)phenyl)ethynyl)-N-(p-tolyl)benzamide 
• 1381766-35-3 C₂₃H₁₈N₂O 
• 1381766-51-3 N-(3-chlorophenyl)-2-((2-(dimethylamino)phenyl)ethynyl)benzamide 
• 1381766-36-4 C₂₂H₁₆N₂O 
• 1381766-37-5 C₂₂H₁₅ClN₂O 
• 1381766-38-6 C₂₂H₁₅ClN₂O 

Relevant academic research and scientific papers

Intramolecular Addition of a Dimethylamino C(sp 3)-H Bond across C-C Triple Bonds Using IrCl(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl- N -methylanilines

Intramolecular addition of a C(sp 3)-H bond of the dimethylamino group across the C-C triple bond in 2-alkynyl- N, N -dimethylanilines is effectively catalyzed by a new iridium complex, IrCl(DTBM-SEGPHOS)(C 2H 4), in mesitylene at 150 °C. The intramolecular C(sp 3)-H addition is followed by double-bond isomerization to afford 3-substituted indoles in good to high yields.

Iodocyclisation of Electronically Resistant Alkynes: Synthesis of 2-Carboxy (and sulfoxy)-3-iodobenzo[ b ]thiophenes

The iodocyclisation of alkynes bearing tethered nucleophiles is a highly effective method for the construction and diversification of heterocycles. A key limitation to this methodology is the 5-endo-dig iodocyclisation of alkynes that have an unfavourable electronic bias for electrophilic cyclisation. These tend to direct electrophilic attack of the iodonium atom to the wrong carbon for cyclisation, thus favouring competing addition reactions. Using our previously determined reaction conditions for the 5-endo-dig iodocyclisations of electronically resistant alkynes, we have achieved efficient synthetic access to 2-carboxy (and sulfoxy)-3-iodobenzo[b]thiophenes. The corresponding benzo[b]furans and indoles were not accessible under these conditions. This difference may arise due to the availability of a radical mechanism in the case of iodobenzo[b]thiophenes. The 2-carboxy functionality of the iodocyclised products can be further employed in iterative alkyne-coupling iodocyclisation reactions, where the carboxy group or an imine (Schiff base) partakes in a second iodocyclisation to generate a lactone or pyridine ring.

5, 10-dihydroindolo [3, 2-b] indole derivative and synthesis method and application thereof

The invention discloses a synthesis method of a 5, 10-dihydroindolo [3, 2-b] indole derivative, the method comprises the following steps: mixing a 2-((2-halogen phenyl) ethynyl)-N, N-dimethylaniline derivative (II), N, N-di-tert-butyl diazacycloketone (III), a palladium catalyst, a monophosphine ligand, alkali and a first organic solvent, and carrying out a diamidation reaction under the protection of inert gas to realize the synthesis of the 5, 10-dihydroindolo [3, 2-b] indole derivative(I). The method is easy to operate, mild in reaction condition and high in reaction yield, and the synthesized 5, 10-dihydroindolo [3, 2-b] indole derivative can be used for preparing an organic light-emitting device.

Gold(I)-Catalyzed Oxidative Amination of β-Amino-ynones to Quaternary Ammonium-olate Salts: The Benefit of a P,N-Bidentate Ligand

A novel P,N-bidentate ligand-assisted gold-catalyzed oxidative amination of β-amino-ynones has been developed, allowing the simple and efficient construction of various quaternary ammonium-olate salts in good to excellent yields. These unprecedented quaternary ammonium-olate salts can be isolated and purified via simple suction filtration. The broad substrate scope, easy purification, easy further transformation, and mild conditions make it a viable alternative for the synthesis of various quaternary ammonium-olate salts.

Pd-Catalyzed Indolization/peri-C–H Annulation/N-Dealkylation Cascade to Cyclopenta-Fused Acenaphtho[1,2-b]indole Scaffold

A novel Pd-catalyzed cascade reaction of N,N-dialkyl-substituted o-alkynylanilines involving an indolization/peri-C–H annulation/N-dealkylation sequence has been developed to construct a cyclopenta-fused acenaphtho[1,2-b]indole (ANI) scaffold. A variety of aromatic hydrocarbons having a peri-C–H bond at the alkynyl terminus, such as naphthalene, phenanthrene, pyrene, and fluoranthene, were employed, affording the corresponding π-extended ANI derivatives. The ANI molecules showed relatively narrow energy gaps by increasing HOMOs and lowering LUMOs, implying their potential applications as π-segments in low-band-gap materials.

Synthesis of 2-substituted indoles through cyclization and demethylation of 2-alkynyldimethylanilines by ethanol

Herein, we demonstrated that 2-alkynyldimethylamines easily cyclize in EtOH according to a 5-endo-dig annulation into 2-substituted indoles without the aid of any additives or any metal catalysts to activate the triple bond. Thus, a variety of functionalized 2-styrylindoles, 2-arylindoles, 2-alkynylindoles, and 2-alkylindoles were prepared in high to excellent yields according to an environmentally friendly protocol. The mechanism has been explored to better understand this eco-friendly access to 2-substituted indoles and DFT calculations rationalized the role of the solvent in this N-annulation/dealkylation process.

COMPOUNDS FOR USING IN IMAGING AND PARTICULARLY FOR THE DIAGNOSIS OF NEURODEGENERATIVE DISEASES

The invention relates to compounds of formula (II) for using in imaging and particularly for the diagnosis of neurodegenerative diseases

Cascade Annulation of 2-Alkynylthioanisoles with Unsaturated α-Bromocarbonyls Leading to Thio-Benzobicyclic Skeletons

A protocol of Cu-catalyzed annulation of phenylethynylsulfanes with unsaturated α-bromocarbonyls for the construction of thio-benzobicyclic skeletons is described. In this single reaction, three new bonds and two new rings can be established, highlighting the step-economics and high efficiency of this protocol.

TBAI/TBHP-Mediated Cascade Cyclization toward Sulfonylated Indeno[1,2-c]quinolines

Treatment of ortho-amino-substituted aryldiyne derivatives with sulfonyl hydrazides in the presence of tetrabutylammonium iodide (TBAI) and tert-butyl hydroperoxide (TBHP) led to a cascade cyclization reaction to yield sulfonylated indeno[1,2-c]quinolines

Position of substitution: A facile way to tune the spectroscopic properties of dimethylamino-substituted arylene-ethynylenes

A series of dimethylamino-substituted arylene-ethynylenes were synthesised by Sonogashira coupling reactions and characterised by the methods of 1H, 13C NMR, UV-Vis, fluorescence, HRMS and theoretical calculations. Effects on spectroscopic properties caus