1238625-75-6

Upstream product

• 15249-31-7 N-phenyl-N-methyl-2-propynamide 
• 1765-93-1 4-fluoroboronic acid 
• 1343395-39-0 3-iodo-N-methyl-N-phenylpropiolamide 
• 74-88-4 methyl iodide 
• 62-53-3 aniline 
• 352-34-1 4-fluoro-1-iodobenzene 
• 706-06-9 3-(4-flurophenyl)prop-2-ynoic acid 
• 100-61-8 N-methylaniline 

Downstream Products

• 1384559-55-0 3-((4-fluorophenyl)(hydroxy)methylene)-1-methylindolin-2-one 

Relevant academic research and scientific papers

Visible-light-mediated selective thiocyanation/ipso-cyclization/oxidation cascade for the synthesis of thiocyanato-containing azaspirotrienediones

A visible-light-mediated metal-free thiocyanate radical addition/ipso-cyclization/oxidation cascade reaction for the synthesis of thiocyanato-containing azaspirotrienediones from N-phenylpropynamides is described. Cheap and readily available ammonium thiocyanate was used as a precursor to the thiocyanate free radical, which undergoes a radical addition reaction with the alkyne, followed by selective ipso-cyclization and oxidation to afford the dearomatized products. No product of ortho-cyclization was detected. The reaction completes the synthesis of C–S, C–C, and C[dbnd]O bonds in one pot, with abundant and renewable air oxygen as the sole sacrificial reagent and oxygen source.

Iodocyclization of n-arylpropynamides mediated by hypervalent iodine reagent: Divergent synthesis of iodinated quinolin-2-ones and spiro[4,5]trienones

PhI(OCOCF3)2 acts as both a nonmetal oxidant and an iodination reagent to trigger iodocyclization of N-arylpropynamides while selectively affording iodinated quinolin-2-ones or the spiro[4,5]trienone skeleton, depending on the substituent pattern. In cases where the Narylpropynamide bears a para-fluorine on the aniline ring, the spiro compound is formed via an exclusive defluorination process; otherwise, the product was quinolin-2-one.

Catalytic oxidation/C-H functionalization of N-arylpropiolamides by means of gold carbenoids: Concise route to 3-acyloxindoles

An efficient catalytic C-H functionalization by means of gold carbenoids for the one-step synthesis of 3-acyloxindole derivatives has been developed. The reaction proceeds efficiently with extremely good substrate scope and significant opportunities for s

Efficient palladium-catalyzed Suzuki-Miyaura cross-coupling of iodoethynes with arylboronic acids under aerobic conditions

Ligand-free palladium-catalyzed Suzuki-Miyaura cross-coupling of iodoethynes with arylboronic acids under aerobic conditions has been developed. In the presence of palladium(II) acetate and cesium carbonate, a variety of iodoethynes underwent the Suzuki-M

Palladium-catalyzed cross-coupling of electron-poor terminal alkynes with arylboronic acids under ligand-free and aerobic conditions

Palladium-catalyzed cross-coupling reaction of terminal alkynes with arylboronic acids has been described. In the presence of Pd(OAc)2 and Ag2O, a variety of terminal alkynes, including electron-poor terminal alkynes, smoothly underwent the reaction with numerous boronic acids to afford the corresponding internal alkynes in moderate to good yields. Moreover, this methodology was applied to the synthesis of 1H-isochromenes and diynes. It is noteworthy that the reaction proceeds under ligand-free and relative lower loading Pd conditions, and the maximal TONs (turnover numbers) of the reaction are up to 720,000.