16116-99-7

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 1351445-39-0 N,N,N-trimethyl-1-naphthalenaminium trifluoromethanesulfonate 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 1234935-78-4 (dimethyl(phenyl)silyl)zinc chloride 
• 29959-93-1 α-naphthylmethyl sulfoxide 
• 3839-31-4 dimethyl(phenyl)silyl lithium 
• 509073-87-4 2-(naphthalen-1-yloxy)pyridine 
• 85630-39-3 1-naphthyl N,N-diethylcarbamate 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 855869-29-3 dimethylphenylsilylmagnesium bromide 
• 74734-13-7 naphthalen-8-yl pivalate 
• 61912-15-0 naphthalen-2-yl diisopropylcarbamate 
• 15300-41-1 (naphthalen-2-yl)dimethylcarbamate 

Relevant academic research and scientific papers

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

Reaction of silyl(carbonyl)iron complexes with liAlH4 giving methylsilanes: Reduction of a carbonyl ligand and coupling with a silyl group

Treatment of CpFe(CO)2SiR3 (R3 = (pTol)2H, (pTol)2Me, MePh(1-Nap); 1-Nap = 1-naphthyl) with LiAlH4 in ether or THF at room temperature gave CH3SiR3 as a major product in moderate to high yield. The labeling experiments using LiAlD4 and CpFe(13CO)2SiR(pTol)2 (R = H, Me) proved unambiguously that the carbonyl ligand is reduced with LiAlH4 and coupled with the silyl group to give the methylsilanc.

Base-Mediated Borylsilylation/Silylation of Ammonium Salts with Silylborane

This work describes a base-mediated borylsilylation of benzylic ammonium salts to synthesize geminal silylboronates bearing benzylic proton under mild reaction conditions. Deaminative silylation of aryl ammonium salts was also achieved in the presence of

A nickel-catalyzed silylation reaction of alkyl aryl sulfoxides with silylzinc reagents

Ni(PEt3)Cl2-catalyzed silylation of alkyl aryl sulfoxides with silylzinc reagents was carried out. This protocol allows alkyl aryl sulfoxides to convert to arylsilicon compounds under mild reaction conditions, tolerates a range of functional groups and is suitable for a wide scope of substrates.

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.).

Nickel-catalyzed cross-coupling reaction of carbamates with silylmagnesium reagents

The C–O bonds are kinetically inert in cross-coupling reactions compared to those of carbon–halogen bonds. Thus, developing methodologies for the activation of C–O bonds in cross-coupling reactions remains a major challenge. We disclose an unprecedented nickel mediated cross-coupling of carbamates with silylmagnesium reagents that does not require the expensive silylboranes. Silylmagnesium reagents were prepared from either silyllithium or silyl iodides. This methodology is distinguished by the synthesis of trimethylsilyl coupled product and its synthetic applications. Kinetic studies and radical clock experiments revealed the rate-limiting C–O bond cleavage, half order with respect to the catalyst and a non-radical transition state.

ORGANIC SYNTHESIS WITH REAGENTS DERIVED FROM 3R3SiMgMe AND MnCl2

Synthetically useful reactions mediated by reagents derived from 3 equiv. of R3SiMgMe and MnCl2 are disclosed. (1) The manganese species reacted with terminal acetylenes to give 1,2-disilylated 1-alkenes.Mono- and bis(trimethylsilyl)acetylenes gave tri- a

NEW SYNTHESES OF VINYLSILANES AND ALLYLSILANES BY CROSS-COUPLING OF (R3Si)3MnMgMe WITH ALKENYL AND ALLYLIC COMPOUNDS

The reaction of alkenyl halides, alkenyl sulfides, and enol phosphates with (R3Si)3MnMgMe provides vinylsilanes in good yields.The method is also applicable to the allylsilane synthesis from allylic sulfides and ethers.