1006715-18-9

Upstream product

• 1234935-78-4 (dimethyl(phenyl)silyl)zinc chloride 
• 3839-31-4 dimethyl(phenyl)silyl lithium 
• 591-31-1 3-methoxy-benzaldehyde 
• 54308-43-9 2-(3-methoxyphenyl)-1,3-dithiane 
• 766-85-8 3-methoxy-1-iodobenzene 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 2398-37-0 3-methoxyphenyl bromide 
• 544-97-8 dimethyl zinc(II) 
• 450412-22-3 1-bromo-2-iodo-3-methoxybenzene 
• 4897-68-1 2-iodo-4-methoxybromobenzene 

Relevant academic research and scientific papers

Visible-light-mediated borylation of aryl and alkyl halides with a palladium complex

Palladium catalyzed visible-light-mediated borylation of inactivated aryl and alkyl halides is reported; the method provided high yields and excellent functional group compatibility. Furthermore, arylsilicates were synthesized selectively using dimethylphenylsilyl boronic ester via changing the reaction conditions. Finally, the possible reaction mechanism is determined through fluorescence quenching and turn on/off experiments.

Nickel-Catalyzed Synthesis of Silanes from Silyl Ketones

An unprecedented nickel-catalyzed decarbonylative silylation via CO extrusion intramolecular recombination fragment coupling of unstrained and nondirecting group-Assisted silyl ketones is described. The inexpensive and readily available catalyst performs

Nickel-Catalyzed Reaction of Aryl 2-Pyridyl Ethers with Silylzinc Chlorides: Silylation of Aryl 2-Pyridyl Ethers via Cleavage of the Carbon?Oxygen Bond

Ni-catalyzed C?O(Py) bond activation and silylation of aryl 2-pyridyl ethers with silylzinc chlorides were carried out. This protocol allowed the 2-pyridyloxy group to be substituted by a silyl group with short reaction times, mild reaction conditions, and good compatibility of functional groups. (Figure presented.).

Suzuki-type cross coupling between aryl halides and silylboranes for the syntheses of aryl silanes

Herein we report Pd catalyzed Suzuki type cross coupling between aryl halides and silylboranes for the syntheses of aryl silanes. This reaction shows a general substrate scope, excellent compatibility with electrophilic functionalities and good yields.

Generation and suppression of 3-/4-functionalized benzynes using zinc ate base (TMP-Zn-ate): New approaches to multisubstituted benzenes

We present full details of our new methods for preparing functionalized benzynes with lithium di-alkyl(2,2,6,6-tetramethylpiperidino)zincate (R 2Zn(TMP)Li) through deprotonative zincation as a key reaction. In this system, by choosing appropriate ligands for the zincate, either regioselective zincation of functionalized haloaromatics or the generation of substituted benzynes can be controlled in good yields with excellent chemoselectivity, using the same substrate. Zincation with tBu 2Zn(TMP)Li followed by electrophilic trapping or zincation with Me2Zn(TMP)Li followed by nucleophilic or diene trapping is shown to be a powerful tool for the chemoselective preparation of 1,2,3-/1,2,4- trisubstituted benzene derivatives. These methods offer far greater generality than previous methods for the synthesis of multifunctionalized benzenes. Computational/theoretical studies of the reaction mechanism of this unique benzyne formation indicated that preferential coordination of the dialkylzinc moiety of zincate to halogen is the reason for the reduced activation energy of the elimination, that is, for the formation of the benzyne. The role of the ligands on Zn in accelerating/decelerating the elimination is also discussed.