1428532-52-8

Usage

Type of compound

Organoboron compound

Usage

Reagent in organic synthesis

Specific applications

Formation of carbon-carbon and carbon-heteroatom bonds, valuable in Suzuki-Miyaura cross-coupling reactions

Additional uses

Building block in the synthesis of pharmaceuticals, agrochemicals, and materials for electronics.

Upstream product

• 371-15-3 p-fluorothioanisole 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1428532-50-6 (S)-1-(4-(4-(5-fluoro-2-(methylthio)phenyl)-6-(3-methylmorpholin-4-yl)-1,3,5-triazin-2-yl)phenyl)-3-methylurea 
• 1428531-94-5 (S)-1-(4-(4-(5-fluoro-2-(methylsulfonyl)phenyl)-6-(3-methylmorpholino)-1,3,5-triazin-2-yl)phenyl)-3-methylurea 

Relevant academic research and scientific papers

Iridium-Catalyzed ortho-C-H Borylation of Thioanisole Derivatives Using Bipyridine-Type Ligand

A simple iridium catalytic system was developed that allows for a variety of 2-borylthioanisoles to be easily synthesized via ortho-selective C-H borylation of thioanisole derivatives. Once introduced, boryl and methylthio groups were converted by palladium-catalyzed transformations. Density functional theory calculations revealed that weak interactions, such as hydrogen bonding between the C-H bond of the SCH3 group and the oxygen atom of the boryl ligand, control the ortho-selectivity.