30979-53-4

Upstream product

• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 
• 64435-16-1 C₃₅H₃₁OP 
• 119-61-9 benzophenone 
• 598-25-4 Dimethylallene 
• 591-50-4 iodobenzene 
• 63257-87-4 methyl 1,1-dimethyl-3-phenylprop-2-ynyl ether 
• 536-74-3 phenylacetylene 
• 100-58-3 phenylmagnesium bromide 
• 525-06-4 diphenyl ketene 
• 38614-36-7 2-methylpropen-1-ylmagnesium bromide 

Downstream Products

• 119-61-9 benzophenone 
• 124-38-9 carbon dioxide 
• 67-64-1 acetone 
• 26466-27-3 (3-methylbutane-1,1-diyl)dibenzene 
• 26465-83-8 1,1-dimethyl-3-phenyl-1H-indene 
• 10271-33-7 2-(2-benzoyl-phenyl)-2-methyl-propionic acid 

Relevant academic research and scientific papers

The cyclopropyl effect on the regioselectivity of coupling reactions involving the lithiation of 1-cyclopropyl-2-arylacetylenes

The cyclopropyl effect controlled the regioselectivity of the cross coupling reactions of propargylic/allenylic metallic species with electrophiles affording alkynic cyclopropanes. It was proposed that the strain in cyclopropyl ring, which makes the formation of vinylidenecyclopropanes unfavorable, determined the regioselectivity. Control experiment of i-propyl, cyclobutyl, and cyclohexyl- phenylacetylenes were conducted to support the above speculation.

Synthesis of Polysubstituted 2-Iodoindenes via Iodonium-Induced Cyclization of Arylallenes

A new chemoselective iodocarbocyclization of allenyl arenes was developed leading to the formation of 2-iodoindenes. In acetonitrile or nitromethane, electrophilic sources of iodine cations react selectively with the C2-C3 double bond of 1-arylallenes to give, after anti nucleophilic attack of the aromatic ring, 2-iodoindene products in high yields. Variations of the allenic skeletons revealed the high 5-endo selectivity and some competitive pathways of cyclization. Postfunctionalization reactions of the carbon-iodine bond, via Pd- and Cu-cross-couplings, gave rise to substituted indenes in good to excellent yields. (Chemical Equation Presented).

Generation of allenic/propargylic zirconium complexes and subsequent cross-coupling reactions: A facile synthesis of multisubstituted allenes

(Chemical Equation Presented) The β-alkoxide elimination reaction of propargylic ether with Negishi reagent leads to allenes and/or alkynes after hydrolysis. The product distribution is highly dependent on the substitution pattern of starting propargylic