1151513-72-2

Upstream product

• 288-13-1 NH-pyrazole 
• 25309-64-2 4-ethyl-1-iodobenzene 
• 1585-07-5 1-bromo-4-ethylbenzene 
• 100-41-4 ethylbenzene 

Downstream Products

• 1094356-97-4 4-(pyrazol-1-yl)-ethenylbenzene 

Relevant academic research and scientific papers

Ruthenium-catalyzed C-H functionalization of arylpyrazoles: Regioselective acylation with acid chlorides

A ruthenium-catalyzed C-H acylation of arylpyrazoles with a variety of acyl chlorides is described. The acylation reaction exhibits good regioselectivity and both aromatic and aliphatic acyl chlorides can be effectively coupled to the arylpyrazoles at the

Photocarboxylation of Benzylic C-H Bonds

The carboxylation of sp3-hybridized C-H bonds with CO2 is a challenging transformation. Herein, we report a visible-light-mediated carboxylation of benzylic C-H bonds with CO2 into 2-arylpropionic acids under metal-free conditions. Photo-oxidized triisopropylsilanethiol was used as the hydrogen atom transfer catalyst to afford a benzylic radical that accepts an electron from the reduced form of 2,3,4,6-tetra(9H-carbazol-9-yl)-5-(1-phenylethyl)benzonitrile generated in situ. The resulting benzylic carbanion reacts with CO2 to generate the corresponding carboxylic acid after protonation. The reaction proceeded without the addition of any sacrificial electron donor, electron acceptor or stoichiometric additives. Moderate to good yields of the desired products were obtained in a broad substrate scope. Several drugs were successfully synthesized using the novel strategy.

Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C?H Amination of Arenes with Carbamates, Urea, and N-Heterocycles

The C?H amination of benzene derivatives was achieved using DDQ as photocatalyst and BocNH2 as the amine source under aerobic conditions and visible light irradiation. Electron-deficient and electron-rich benzenes react as substrates with moderate to good product yields. The amine scope of the reaction comprises Boc-amine, carbamates, pyrazoles, sulfonimides and urea. Preliminary mechanistic investigations indicate arene oxidation by the triplet of DDQ to radical cations with different electrophilicity and a charge transfer complex between the amine and DDQ as intermediate of the reaction.

A new, efficient and recyclable lanthanum(III) oxide-catalyzed C-N cross-coupling

A new and efficient protocol for the C-N cross-coupling of aryl halides with heteroaromatic amines in the presence of lanthanum(III) oxide (10 mol%) as a recyclable catalyst, N,N′-dimethylethylenediamine (DMEDA) (20 mol%) and potassium hydroxide (KOH) as a base in dimethyl sulfoxide (DMSO) at 110 °C has been developed. This inexpensive catalytic system is highly effective towards the amination of aryl halides with various nitrogen nucleophiles and is significantly tolerant towards other functional groups in the substrates. Copyright

Recyclable heterogeneous iron catalyst for C-N cross-coupling under ligand-free conditions

(Chemical Equation Presented) An efficient and ligand-free C-N cross-coupling of aryl halides with various heterocycles using Fe/Cg as a recyclable catalyst is reported. The yields are excellent to moderate. 2009 American Chemical Society.