185903-44-0

Upstream product

• 176384-79-5 1-(3-hydroxy-1-propynyl)-2-iodobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 38274-16-7 2-bromo-1-(trimethylsilylethynyl)benzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 116509-98-9 2-bromo-1-(3-hydroxyprop-1-yn-1-yl)benzene 
• 615-42-9 1,2-Diiodobenzene 

Downstream Products

• 157406-24-1 3-(2-ethynylphenyl)-2-propyn-1-ol 
• 864950-84-5 methanesulfonic acid 3-(2-trimethylsilanylethynyl-phenyl)-prop-2-ynyl ester 
• 1267539-96-7 C₁₈H₂₀O₂Si 
• 1163301-97-0 2,2'-(buta-1,3-diyne-1,4-diyl)bis[(3-hydroxypropynyl)benzene] 
• 185903-50-8 1-ethynyl-2-<3-(phenylthio)-1-propynyl>benzene 
• 185903-49-5 3-(2-ethynylphenyl)-2-propynyl methanesulfonate 

Relevant academic research and scientific papers

Synthesis of a carbon analogue of scytonemin

The synthesis of a carbon analogue of scytonemin was accomplished on the basis of molybdenum-mediated intramolecular double Pauson-Khand type reaction of bis(allenyne), followed by the double aldol condensation of the formed double Pauson-Khand type adduct.

Experimental and computational evidence for gold vinylidenes: Generation from terminal alkynes via a bifurcation pathway and facile C-H insertions

Facile cycloisomerization of (2-ethynylphenyl)alkynes is proposed to be promoted synergistically by two molecules of BrettPhosAuNTf2, affording tricyclic indenes in mostly good yields. A gold vinylidene is most likely generated as one of the reaction intermediates on the basis of both mechanistic studies and theoretical calculations. Different from the well-known Rh, Ru, and W counterparts, this novel gold species is highly reactive and undergoes facile intramolecular C(sp3)-H insertions as well as O-H and N-H insertions. The formation step for the gold vinylidene is predicted theoretically to be complex with a bifurcated reaction pathway. A pyridine N-oxide acts as a weak base to facilitate the formation of an alkynylgold intermediate, and the bulky BrettPhos ligand in the gold catalyst likely plays a role in sterically steering the reaction toward formation of the gold vinylidene.

Synthesis of novel "rod-coil" brush polymers with conjugated backbones through bergman cyclization

This work reports synthesis of "rod-coil" brush polymers with rigid conjugated backbone. "Grafting through" strategy was employed via combination of ring-opening polymerization (ROP) and Bergman cyclization polymerization. Enediyne-containing macromonomer

Synthesis of indeno-fused derivatives of quinolizinium salts, imidazo[1,2-a]pyridine, pyrido[1,2-a]indole, and 4H-quinolizin-4-one via benzannulated enyne-allenes

The benzannulated enediynyl propargylic alcohol 8 was prepared from 1-bromo-2-iodobenzene by two consecutive Sonogashira cross-coupling reactions. The subsequent transformation to mesylate 9 followed by treatment with 4-substituted pyridines 10 then furni

Tandem Enyne Allene-Radical Cyclization: Low-Temperature Approaches to Benz[e]indene and Indene Compounds

In an effort to lower the temperatures required to prepare multicyclic compounds using the tandem enediyne-radical cyclization, we have developed the tandem enyne allene-radical cyclization which proceeds at temperatures as low as 37°C. The reactions were

Tandem enyne allene-radical cyclization via base-catalyzed isomerization of enediyne sulfones

Enediyne sulfones 12-16 undergo a base-catalyzed isomerization to the corresponding enyne allenes followed by a tandem enyne allene-radical cyclization at 37°C to provide 2,3-dihydrobenz[e]indenes 17-21 in good yields.