154081-22-8

Upstream product

• 100-42-5 styrene 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 504-63-2 trimethyleneglycol 

Downstream Products

• 62668-02-4 (E)-1,3-diphenyl-2-propen-1-ol 
• 38321-56-1 (E)-3,3,5-trimethyl-1-phenyl-1,4-hexadiene 
• 71161-46-1 (E)-1-phenyl-3,3,4-trimethyl-1,4-pentadiene 
• 182211-19-4 (R)-(E)-1-phenyl-hept-1-en-3-ol 
• 20157-19-1 (S)-(E)-1-phenyl-hept-1-en-3-ol 
• 132014-29-0 (S)-(E)-1,3-diphenylprop-2-en-1-ol 
• 168611-12-9 (S)-(E)-1-(4-methylphenyl)-3-phenyl-2-propen-1-ol 

Relevant academic research and scientific papers

Intermolecular Reductive C-N Cross Coupling of Nitroarenes and Boronic Acids by PIII/PV=O Catalysis

A main group-catalyzed method for the synthesis of aryl- and heteroarylamines by intermolecular C-N coupling is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane) and a terminal hydrosilane reductant (phenylsilane) to drive reductive intermolecular coupling of nitro(hetero)arenes with boronic acids. Applications to the construction of both Csp2-N (from arylboronic acids) and Csp3-N bonds (from alkylboronic acids) are demonstrated; the reaction is stereospecific with respect to Csp3-N bond formation. The method constitutes a new route from readily available building blocks to valuable nitrogen-containing products with complementarity in both scope and chemoselectivity to existing catalytic C-N coupling methods.

Copper(i)-catalyzed amidation reaction of organoboronic esters and isocyanates

A simple and efficient methodology for the preparation of amides from easily available organoboronic esters and isocyanates has been accomplished using a ligand-free copper(i) catalyst. The reaction system demonstrated a broad substrate scope and provided convenient access to a wide variety of secondary amides.

Generation of organolithium compounds bearing super silyl ester and their application to Matteson rearrangement

It's super-silyl-fragilithyl-ester-aryl-docious: The super silyl group is a strong protecting group for carboxylic acids and provides a method for direct lithiation that is compatible with the ester moiety. Organolithium compounds bearing a super silyl ester react with a variety of electrophiles in high yields (see scheme). The reaction of lithiated super silyl chloroacetate with a boron compound gives α-functionalization of the ester moiety by Matteson rearrangement. Copyright

Alkynes as activators in the nickel-catalysed addition of organoboronates to aldehydes

Alkynes act not as substrates but as co-catalysts in the presence of a nickel catalyst, an organoboronate and an aldehyde to promote the addition reaction between the substrates in combination with H2O. The Royal Society of Chemistry 2005.

New catalytic route to functionalized vinylboronates

Vinylsubstituted boronates i.e. vinyldioxaborolane and vinyldioxaborinane react regioselectively with olefins in the presence of RuHCl(CO)(PCy 3)2 with the formation of functionalized vinylboron derivatives. The reaction opens a new catalytic route for preparation of organoboranes. The Royal Society of Chemistry 2005.