138500-86-4

Usage

Uses

4-Cyanomethylphenylboronic acid, pinacol ester

InChI:InChI=1/C14H18BNO2/c1-13(2)14(3,4)18-15(17-13)12-7-5-11(6-8-12)9-10-16/h5-8H,9H2,1-4H3

Upstream product

• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 68162-47-0 4-bromomethylphenylboronic acid 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 143-33-9 sodium cyanide 
• 138500-85-3 4-bromomethylphenylboronic acid pinacol ester 
• 73183-34-3 bis(pinacol)diborane 
• 140-53-4 p-chlorobenzyl cyanide 
• 1350764-44-1 C₁₄H₁₁NO₃S 
• 51628-12-7 4-iodophenylacetonitrile 
• 14191-95-8 4-cyanomethylphenol 

Downstream Products

• 775351-44-5 5-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-tetrazole 
• 1266479-93-9 2-(4-(4-(benzyloxy)pyrimidin-2-yl)phenyl)acetonitrile 
• 1266476-85-0 2-[4-[4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]pyrimidin-2-yl]phenyl]acetonitrile 
• 2624149-07-9 C₅₈H₄₀N₄ 
• 1357158-55-4 1-(4-(3-phenylquinolin-2-yl)phenyl)cyclobutanamine 
• 1357158-84-9 2-(4-(1-isocyanatocyclobutyl)phenyl)-3-phenylquinoline 

Relevant academic research and scientific papers

Recyclable Pd2dba3/XPhos/PEG-2000 System for Efficient Borylation of Aryl Chlorides: Practical Access to Aryl Boronates

Pd2dba3/XPhos in poly(ethylene glycol) (PEG-2000) is shown to be a highly stable and efficient catalyst for the borylation of aryl chlorides with bis(pinacolato)diboron. The borylation reaction proceeds smoothly at 110 °C, delivering a wide variety of aryl boronates in good to excellent yields with high functional group tolerance. The crude products were easily isolated via simple extraction of the reaction mixture with cyclohexane. Moreover, both expensive Pd2dba3 and XPhos in PEG-2000 system could be readily recycled and reused more than six times without loss of catalytic efficiency.

Palladium-catalyzed borylation of aryl arenesulfonates with dialkoxyboranes

The cross-coupling of aryl arenesulfonates with dialkoxyboranes proceeded in the presence of Bu4NI and a catalytic amount of [Pd(dba) 2]/1,1'-bis(di-tert-butylphosphano)ferrocene, giving good yields of the corresponding arylboronates. The protocols tolerate a wide range of functional groups, including ester, nitrile, and ketone.

Sulfonamide derivatives

The present invention provides certain sulfonamide derivatives useful for potentiating glutamate receptor function in a patient and therefore, useful for treating a wide variety of conditions, such as psychiatric and neurological disorders.

Palladium-catalyzed borylation of aryl halides or triflates with dialkoxyborane: A novel and facile synthetic route to arylboronates

A direct borylation of aryl halides or triflates with dialkoxyborane was investigated. The coupling reaction of pinacolborane with aryl halides or triflates in the presence of a catalytic amount of PdCl2(dppf) together with a base provided arylboronates in high yields. The product distributions were strongly dependent on the base employed, and the tertiary amine, especially Et3N, was effective for the selective formation of the boron-carbon bond. The reaction conditions were so mild that arylboronates having a variety of functional groups such as carbonyl, cyano, and nitro groups were readily prepared.