158069-33-1

Upstream product

• 19524-06-2 4-bromopyridine hydrochloride 
• 768-33-2 phenyldimethylsilyl chloride 
• 110-86-1 pyridine 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 1295576-59-8 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(dimethylphenylsilyl)-1,4-dihydropyridine 

Downstream Products

• 1295576-73-6 2-(chlorodimethylsilyl)-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(dimethylphenylsilyl)-1,2-dihydropyridine 
• 161717-92-6 (4-{2-[4-(Dimethyl-phenyl-silanyl)-piperidin-1-yl]-acetylamino}-phenyl)-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

A Mild and Direct Site-Selective sp2 C-H Silylation of (Poly)Azines

A base-mediated protocol that allows for the site-selective sp2 C-H silylation of azines is described. This method is distinguished by its mild conditions, simplicity and excellent site-selective modulation for a diverse set of azines, even in the context of late-stage functionalization, while exhibiting orthogonal reactivity with classical silylation reactions.

Palladium-catalyzed regioselective silaboration of pyridines leading to the synthesis of silylated dihydropyridines

The addition of silylboronic esters to pyridine takes place in toluene at 50 °C in the presence of a palladium catalyst to give N-boryl-4-silyl-1,4- dihydropyridines in high yield. The regioselective 1,4-silaboration also proceeds in the reaction of 2-picoline and 3-substituted pyridines, whereas 4-substituted pyridines undergo 1,2-silaboration to give N-boryl-2-silyl-1,2- dihydropyridines regioselectively.