75230-55-6

Upstream product

• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 1409940-89-1 C₁₈H₂₅Cl 
• 1417652-46-0 1-(1-(2-chlorophenyl)vinyl)-2,4-dimethoxybenzene 
• 1417652-47-1 1-(1-(2-chlorophenyl)vinyl)-4-methoxy-2-(methoxymethoxy)-benzene 
• 1582778-61-7 4-(1-(2-chlorophenyl)vinyl)-5-methyl-2,3-dihydrobenzofuran 
• 1620817-23-3 1-(1-(2-chlorophenyl)vinyl)-N-(4-methoxyphenyl)-1H-indol-5-amine 
• 1261160-00-2 3-(2-chlorophenyl)-1H-indole 
• 75920-46-6 rac-2-(2-chlorophenyl)propanenitrile 
• 767288-71-1 3-methyl-1-(4-methylphenylsulfonyl)indazole 
• 1182335-39-2 N-1-(2-chlorophenyl)ethylbenzamide 

Relevant academic research and scientific papers

Ru(ii)-Catalyzed, Cu(ii)-mediated carbene migratory insertion in the synthesis of trisubstituted pyrroles from isoxazoles

A convenient, “one-pot” synthesis of trisubstituted pyrrolesviaa Ru(ii)-catalyzed, Cu(ii)-mediated reaction of substituted isoxazoles with sulfonylhydrazones has been developed. A series of highly functionalized pyrroles are obtainedviaa synergistic forma

Copper-Catalyzed Regioselective Coupling of Tosylhydrazones and 2-Pyridones: A Strategy for the Production of N-Alkylated Compounds

The highly regioselective N-alkylation reaction of 2-pyridones was achieved through hydrazone chemistry, especially for substrates with bulky secondary alkyl groups. Described herein is a copper-catalyzed coupling reaction of pyridone derivatives with tosylhydrazones.

Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles

An efficient and practical C–N bond formation methodology for the synthesis of N-alkylated (benzo)thiazoles was developed, via the copper-catalyzed one-pot two-step reactions of 2-amino(benzo)thiazoles and aldehydes (ketones) with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups (46 examples). A variety of functionalized N-alkylated (benzo)thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol.

Copper-Catalyzed Cyanation of N-Tosylhydrazones with Thiocyanate Salt as the "cN" Source

A novel protocol for the synthesis of α-aryl nitriles has been successfully achieved via a copper-catalyzed cyanation of N-tosylhydrazones employing thiocyanate as the source of cyanide. The features of this method include a convenient operation, readily available substrates, low-toxicity thiocyanate salts, and a broad substrate scope.

Copper-Catalyzed Reductive N-Alkylation of Amides with N-Tosylhydrazones Derived from Ketones

A CuI-catalyzed reductive coupling of ketone-derived N-tosylhydrazones with amides is presented. Under the optimized conditions, an array of N-tosylhydrazones derived from aryl–alkyl and diaryl ketones could couple effectively with a wide variety of (hete

Tandem one-pot palladium-catalyzed coupling of hydrazones, haloindoles, and amines: Synthesis of amino-N-vinylindoles and their effect on human colon carcinoma cells

The synthesis of amino-substituted N-vinylazoles was achieved by a new palladium-assisted tandem catalytic reaction involving N-tosylhydrazones, halo-substituted azoles, and amines. Accordingly, two Csp2-N bonds were formed through two mechanistically distinct reactions using a single PdII/Pd0 catalyst system in a one-pot fashion. This work paves the way for the design of biological relevant compounds in an amino-substituted N-vinylindole series. Among several polyoxygenated derivatives evaluated, compounds 5e and 5u were found to exhibit good antiproliferative activity.

Copper-catalyzed aerobic oxidative transformation of ketone- Derived N-tosyl hydrazones: An entry to alkynes

A novel strategy involving Cu-catalyzed oxidative transformation of ketone-derived hydrazone moiety to various synthetic valuable internal alkynes and diynes has been developed. This method features inexpensive metal catalyst, green oxidant, good functional group tolerance, high regioselectivity and readily available starting materials. Oxidative deprotonation reactions were carried out to form internal alkynes and symmetrical diynes. Cross-coupling reactions of hydrazones with halides and terminal alkynes were performed to afford functionalized alkynes and unsymmetrical conjugated diynes. A mechanism proceeding through a Cu-carbene intermediate is proposed for the CC triple bond formation.

Synthesis of ortho/ortho ′-substituted 1,1-diarylethylenes through cross-coupling reactions of sterically encumbered hydrazones and aryl halides

The reactivity of sterically hindered N-tosylhydrazones 2 featuring ortho/ortho′-substituents on the aromatic ring with various ortho-, meta-, and para-substituted aryl halides 3 was investigated. To accomplish successfully this challenging coupling, fine-tuning of the reaction conditions were required. The newly established PdCl2(MeCN)2/Xphos/ NaO-t-Bu/F-benzene system in a sealed tube is compatible with a broad spectrum of both coupling partners, regardless of their electronic and steric nature. This protocol has been applied successfully to the synthesis of a xanthene derivative.

Csp2-N bond formation via ligand-free Pd-catalyzed oxidative coupling reaction of N -tosylhydrazones and indole derivatives

In a fresh approach to the synthesis of N-vinylazoles, a ligand-free palladium catalytic system was found to promote the Csp2-N bond-forming reaction utilizing N-tosylhydrazones and N-H azoles. This process shows functional group tolerance; di-, tri-, and tetrasubstituted N-vinylazoles were obtained in high yields. Under the optimized conditions, the reaction proceeds with high stereoselectivity depending on the nature of the coupling partners.

Catalytic three-component one-pot reaction of hydrazones, dihaloarenes, and amines

A new three-component assembly reaction between N-tosylhydrazones, dihalogenated arenes, and various primary and secondary amines was devised, producing nitrogen-containing 1,1'-diarylethylenes in good yields. The two C-C and C-N bonds formed through this