73758-48-2

Usage

InChI:InChI=1/C16H12O/c17-16(15-11-5-2-6-12-15)13-7-10-14-8-3-1-4-9-14/h1-6,8-9,11-12H,10H2

Upstream product

• 364765-21-9 1,4-diphenyl-2-butyn-1-ol 
• 10147-11-2 propargyl benzene 
• 100-52-7 benzaldehyde 
• 201230-82-2 carbon monoxide 
• 36719-71-8 1-phenyl-3,3-tetramethylenetriazene 
• 62-53-3 aniline 

Downstream Products

• 955-83-9 2,5-diphenylfuran 
• 52107-61-6 2,2',5,5'-tetraphenyl-3,3'-bifuran 

Relevant academic research and scientific papers

Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans

An efficient synthesis of 2,5-disubstituted furans directly from alkynyl ketones has been developed via tandem gold(i)-catalyzed isomerization of alkynyl ketones to allenyl ketones and cycloisomerization. The key to the success of this chemistry is the use of a biphenyl-2-ylphosphine ligand featuring a critical remote tertiary amino group.

Palladium-catalyzed carbonylative Sonogashira coupling between aryl triazenes and alkynes

We developed a palladium-catalyzed carbonylative Sonogashira reaction with aryl triazenes and alkynes as substrates and methanesulfonic acid as the additive. A series of α,β-ynones were synthesized by this alternative procedure. Notably, bromides, iodides

Palladium-catalyzed tandem dimerization and cyclization of acetylenic ketones: A convenient method for 3,3′-bifurans using PdCl2(PPh3)2

Alkynones undergo tandem dimerization and cyclization in the presence of PdCl2(PPh3)2 and triethylamine in tetrahydrofuran at room temperature to give 3,3′-bifurans predominantly. Other palladium catalysts while under similar conditions, by rearrangement, lead to 2,5-disubstituted furans. This distinguished property of PdCl2(PPh3)2 has been attributed to the involvement of hydridopalladium halide. This method provides a simpler route to a variety of furans and a regioselective synthesis of polysubstituted 3,3′-bifurans using easily accessible acetylenic ketones.