913621-71-3

Upstream product

• 913621-73-5 1,1-diisopropyl-1,3-dihydrobenzo[c][1,2]oxasilole 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 913621-73-5 1,1-diisopropyl-1,3-dihydrobenzo[c][1,2]oxasilole 
• 6301-56-0 ethyl 4-phenylbenzoate 
• 1008-89-5 2-phenylpyridine 
• 1625-92-9 4-tert-butylbiphenyl 
• 69605-90-9 3-phenyl-benzyl alcohol 
• 92-93-3 1-phenyl-4-nitrobenzene 
• 92-91-1 biphenyl-4-acetaldehyde 
• 3218-36-8 4-Phenylbenzaldehyde 
• 644-08-6 4-Methylbiphenyl 
• 613-37-6 4-methoxylbiphenyl 

Relevant academic research and scientific papers

Synthesis of biaryls and oligoarenes using aryl[2-(hydroxymethyl)phenyl] dimethylsilanes

Through intramolecular activation, highly stable aryl[2-(hydroxymethyl) phenyl]dimethylsilanes can selectively transfer their aryl groups to effect a cross-coupling reaction with various aryl bromides and chlorides in the presence of a weak non-fluoride base and a palladium/copper catalyst. This reaction tolerates a wide range of functional groups, producing the corresponding functionalized biaryls in high yields with excellent chemoselectivity. Newly disclosed reaction conditions allow the recovery of a cyclic silyl ether in modest-to-good yields and reuse for the synthesis of the arylsilanes. The introduction of two isopropyl groups on the silicon center instead of methyl groups improves the stability and allows quantitative recovery of the silicon residue. Finally, aryl halides having an O-protected [2- (hydroxymethyl)phenyl] dimethylsilyl group cross-couple with the arylsilane reagents to give silyl-functionalized biaryls. Upon deprotection, the biaryls further react with the silylated electrophiles. The iterative cross-couplingdeprotection sequences allow rapid assembly of silylated oligoarenes. Syntheses of di- and trisilyloligoarenes are also achieved by use of orthogonal O-protecting groups.

Silicon-Based Cross-Coupling Reagent and Production Method of Organic Compound Using the Same

In one embodiment of the present invention, a silicon-based cross-coupling reagent is disclosed which is a highly stable tetraorganosilicon compound allowing for a cross-coupling reaction under mild reaction conditions without using fluoride ions, transition metal promoter, or strong bases, and the residue of the silicon reagent can be recovered and reused. The silicon-based cross-coupling reagent is a silicon compound in which an o-hydroxymethylphenyl group is connected to a silicon atom for intramolecular activation.