67154-89-6

Upstream product

• 4648-54-8 trimethylsilylazide 
• 19372-00-0 1-(trimethylsilyl)-2-phenylethene 
• 122-78-1 phenylacetaldehyde 
• 55147-78-9 bis(bis(trimethylsilyl)amido)tin(II) 
• 75-77-4 chloro-trimethyl-silane 
• 4335-60-8 (E)-cinnamylamine 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 140-29-4 phenylacetonitrile 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 

Downstream Products

• 1192591-50-6 C₉H₁₁BN₂O₂ 
• 88765-86-0 1-amino-2-phenylethane-1-boronic acid 
• 1192591-51-7 C₁₀H₁₃BN₂O₂ 

Relevant academic research and scientific papers

Synthesis and NMR properties of derivatives of 5,6-dihydroborauracil and 5,6-dihydroborathymine

Novel boron compounds, a series of 4-hydroxy-5,6-dihydroborauracil and 4-hydroxy-5,6-dihydroborathymine derivatives containing various substituents at 3-, 5- and 6-positions, is presented. The spectroscopic properties, along with analyses of NMR-controlled boron compound-alcohol and boron compound-amine interactions, proves the existence of sp3-hybridized, stable B,B-bis-methoxy-5,6-dihydroborauracils and pyridine-/n-butylamine-5,6-dihydroborauracils ate-complexes in solution.

Rhodium-catalyzed silylation and intramolecular arylation of nitriles via the silicon-assisted cleavage of carbon-cyano bonds

A rhodium-catalyzed silylation reaction of carbon - cyano bonds using disilane has been developed. Under these catalytic conditions, carbon-cyano bonds in aryl, alkenyl, allyl, and benzyl cyanides bearing a variety of functional groups can be silylated. The observation of an enamine side product in the silylation of benzyl cyanides and related stoichiometric studies indicate that the carbon-cyano bond cleavage proceeds through the deinsertion of silyl isocyanide from η2-iminoacyl complex B. Knowledge gained from these studies has led to the development of a new intramolecular biaryl coupling reaction in which aryl cyanides and aryl chlorides are cross-coupled.

CONTRIBUTIONS TO THE CHEMISTRY OF ORGANIC SILICON-NITROGEN-COMPOUNDS, I. SYNTHESIS OF N,N-BIS-(TRIMETHYLSILYL)AMINES

The preparation of N,N-bis-(trimethylsilyl)amines 1 has been investigated.Three convenient methods are reported: A, Transfer of (catalytically) activated Tms-groups to amines starting from N-silylated carbonamides, B, silylation of amines with trimethylsilylchloride 5/NEt3 in the presence of TiCl4, C, silylation of primary amines 4 or mono-(trimethylsilyl)amines 16 with CF3SO3 Tms/NEt3 or TmsI/NEt3.Methods A and B are limited to the silylation of (ar)alkylamines which have no branched α-position. Key words: N,N-bis-(trimethylsilyl)amines; N,N-bis-silylamines; N-silylcarbonamides.

Chemically Labile Stannylene-Nitrogen Bonds. The Chemoselective and Stereoselective Synthesis of N,N-Bis(trimethylsilyl)enamines and N,N-Dialkylenamines

The chemoselective reaction of Sn2 with primary aldehydes leads to the stereoselective synthesis of trans-N,N-bis(trimethylsilyl)enamines.More reactive Sn(NR2)2 (R = Et, iPr, or piperidine) can be generated in situ and then treated with aldehydes or ketones to give trans enamines.